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C=C1CCC(CC1)(F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1,1-difluoro-4-methylidenecyclohexane |
|---|---|
| IUPAC Name | — |
| CAS Number | 1256545-46-6 |
| Database ID | 57493857 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1,1-difluoro-4-methylidenecyclohexane (CAS 1256545-46-6) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 57493857
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a6c279f742e64ee38e76f7a76ba8cac0Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-c9890b2bf5484cbf8663b52f55d8b5b1Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-c9890b2bf5484cbf8663b52f55d8b5b1Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-6b7ad8051696402b8ce5c44121825444Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-f70a0dcead804fa19b2dbfdc7fdd56bdConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a6c279f742e64ee38e76f7a76ba8cac0Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 490A was added water (75 mL), then N-metthylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M aqueous HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M aqueous HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-69bed22e123644d7a7788224b869d396Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-1b190679ed2f45c2a79c0f3ba9599e1fConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 490A was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M aqueous HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M aqueous HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-737717e643674d5481e9f21e5e89f5f4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A methyl triphenyl phosphonium bromide/sodium amide mixture (MTP instant ylide, 0.49 g, 1.24 mmol) was suspended in anhydrous Et2O (3 mL) stirring for 1 h at r.t. Afterwards, the reaction mixture was cooled at 0° C. and a solution of 4,4-difluorocyclohexanone (0.145 g, 1.08 mmol) in 3 mL of Et2O was added dropwise into. Stirring at r.t. was maintained for 16 h, then the reaction mixture was filtered and the filtrate was used in the next step without further purification. Afterwards, the reaction mixture was cooled at 0° C. Stirring at r.t. was maintained for 16 h the reaction mixture was filtered the filtrate was used in the next step without further purification
Source ID: ord-da2b312612ef4c0da124c1770a5eadf9Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 302D was added water (75 mL), then N-methylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-c1e45f49f65a4078800a6a127fb8c5bdConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution from EXAMPLE 490A was added water (75 mL), then N-metthylmorpholine-N-oxide (6.4 mL, 50% solution in water) and OsO4 (14.2 g, 2.5 wt % solution in tert-butanol) were added, and the reaction was stirred for 96 hours at 50° C. The solution was cooled to room temperature, treated with saturated aqueous Na2S2O3 solution (100 mL) for 30 minutes, and then acidified with concentrated aqueous HCl. The solution was then extracted three times with ethyl acetate, and the organic layers were combined, washed with 1M aqueous HCl, and brine, and concentrated. The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes, and then 5% methanol in ethyl acetate to give the product. The solution was cooled to room temperature The solution was then extracted three times with ethyl acetate washed with 1M aqueous HCl, and brine concentrated The crude mixture was chromatographed on silica gel using 10-100% ethyl acetate in hexanes 5% methanol in ethyl acetate to give the product
Source ID: ord-36ab65c017dd463ab65ae3aa350e02daPubChem References
These sources are listed in the compound's public database record.
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