Reaction #4078495
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e680b8e16704da7aedb74e6fd3af9e6No renderable structure data available
COCCCCCCOChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 6-methoxyhexan-1-ol |
|---|---|
| IUPAC Name | — |
| CAS Number | 57021-65-5 |
| Database ID | 12651699 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
6-methoxyhexan-1-ol (CAS 57021-65-5) 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 12651699
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-5e680b8e16704da7aedb74e6fd3af9e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 803.6 grams of the monomethyl ether described in Part (A) above were azeotropically esterified with 629.8 grams acrylic acid in 254.6 grams toluene in the presence of 24 grams p-toluenesulfonic acid and inhibitors until no more water was collected. Conditions were 95°-98° C., nitrogen sparge in vacuo. On completion, the product was washed and neutralized with sodium carbonate. 900 ppm p-methoxyphenol (MEHQ) was added and the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge. Filter aid was added and the product filtered at 60° C. to give a clear, yellow liquid having a viscosity of 6.5 cps and a Gardener color of 3. Equipment used was a 2 liter flask, thermometer, Dean-Stark condenser and sparge tube. was collected were 95°-98° C. nitrogen sparge in vacuo On completion, the product was washed 900 ppm p-methoxyphenol (MEHQ) was added the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge Filter aid was added the product filtered at 60° C. to give a clear, yellow liquid thermometer, Dean-Stark condenser and sparge tube
Source ID: ord-1288c3cc78ac440489862ffddb872f73Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-Methoxy-hexanol (8.16 g) was oxidized with Jones reagent (2.67-M, 53 ml) in acetone (100 ml) at -10 ° C. to give 6.17 g of 6-methoxy-caproic acid.
Source ID: ord-d56a1f82f43541d182eb668e64d42f64Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (NaH) (50%, 6.12 g) suspended in tetrahydrofuran (THF) (60 ml) was added to a solution of 1,6-hexanediol (15.0 g) in THF (200 ml), and kept at 60° C. until gas evolution stopped. After cooling, a solution of methyl iodide (12 ml) in THF (35 ml) was added and kept overnight at room temperature. The crude product obtaind after the usual work-up was chromatographed to give 6-methoxy-1-hexanol. Yield; 8.16 g kept at 60° C. until gas evolution After cooling The crude product obtaind after the usual work-up was chromatographed
Source ID: ord-95c505f814ea4cd68be433843fa8e854Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-Methoxy-hexanol (8.16 g) was oxidized with Jones reagent (2.67-M, 53 ml) in acetone (100 ml) at -10° C. to give 6.17 g of 6-methoxy-caproic acid.
Source ID: ord-618c83fb90014822993653f414c1392dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-Methoxy-hexanol (8.16 g) was oxidized with Jones reagent (2.67-M, 53 ml) in acetone (100 ml) at -10° C. to give 6.17 g of 6-methoxy-caproic acid.
Source ID: ord-618c83fb90014822993653f414c1392dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (NaH) (50%, 6.12 g) suspended in tetrahydrofuran (THF) (60 ml) was added to a solution of 1,6-hexanediol (15.0 g) in THF (200 ml), and kept at 60° C. until gas evolution stopped. After cooling, a solution of methyl iodide (12 ml) in THF (35 ml) was added and kept overnight at room temperature. The crude product obtained after the usual work-up was chromatographed to give 6-methoxy-1-hexanol. Yield; 8.16 g. kept at 60° C. until gas evolution After cooling The crude product obtained after the usual work-up was chromatographed
Source ID: ord-a451b0d470e54141ab42e70974ee343dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6-Methoxy-hexanol (8.16 g) was oxidized with Jones reagent (2.67-M, 53 ml) in acetone (100 ml) at -10° C. to give 6.17 g of 6-methoxy-caproic acid.
Source ID: ord-138129e15e2242ae8e02aca2236de03eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (NaH) (50%, 6.12 g) suspended in tetrahydrofuran (TEF) (60 ml) was added to a solution of 1,6-hexanediol (15.0 g) in THP (200 ml), and kept at 60° C. until gas evolution stopped. After cooling, a solution of methyl iodide (12 ml) in THF (35 ml) was added and kept overnight at room temperature. The crude product obtaind after the usual work-up was chromatographed to give 6-methoxy-1-hexanol. Yield; 8.16 g kept at 60° C. until gas evolution After cooling The crude product obtaind after the usual work-up was chromatographed
Source ID: ord-d00bb116cd7445fea0314fa08fb5f9b4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sodium hydride (NaH) (50%, 6.12 g) suspended in tetrahydrofuran (TEF) (60 ml) was added to a solution of 1,6-hexanediol (15.0 g) in THP (200 ml), and kept at 60° C. until gas evolution stopped. After cooling, a solution of methyl iodide (12 ml) in THF (35 ml) was added and kept overnight at room temperature. The crude product obtaind after the usual work-up was chromatographed to give 6-methoxy-1-hexanol. Yield; 8.16 g kept at 60° C. until gas evolution After cooling The crude product obtaind after the usual work-up was chromatographed
Source ID: ord-d00bb116cd7445fea0314fa08fb5f9b4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 803.6 grams of the monomethyl ether described in Part (A) above were azeotropically esterified with 629.8 grams acrylic acid in 254.6 grams toluene in the presence of 24 grams p-toluenesulfonic acid and inhibitors until no more water was collected. Conditions were 95°-98° C., nitrogen sparge in vacuo. On completion, the product was washed and neutralized with sodium carbonate. 900 ppm p-methoxyphenol (MEHQ) was added and the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge. Filter aid was added and the product filtered at 60° C. to give a clear, yellow liquid having a viscosity of 6.5 cps and a Gardener color of 3. Equipment used was a 2 liter flask, thermometer, Dean-Stark condenser and sparge tube. was collected were 95°-98° C. nitrogen sparge in vacuo On completion, the product was washed 900 ppm p-methoxyphenol (MEHQ) was added the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge Filter aid was added the product filtered at 60° C. to give a clear, yellow liquid thermometer, Dean-Stark condenser and sparge tube
Source ID: ord-92ddcaf497ff49a0998275dca31e979fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 803.6 grams of the monomethyl ether described in Part (A) above were azeotropically esterified with 629.8 grams acrylic acid in 254.6 grams toluene in the presence of 24 grams p-toluenesulfonic acid and inhibitors until no more water was collected. Conditions were 95°-98° C., nitrogen sparge in vacuo. On completion, the product was washed and neutralized with sodium carbonate. 900 ppm p-methoxyphenol (MEHQ) was added and the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge. Filter air was added and the product filtered at 60° C. to give a clear, yellow liquid having a viscosity of 6.5 cps and a Gardener color of 3. Equipment used was a 2 liter flask, thermometer, Dean-Stark condenser and sparge tube. was collected were 95°-98° C. nitrogen sparge in vacuo On completion, the product was washed 900 ppm p-methoxyphenol (MEHQ) was added the solvent removed at 80° C. with maximum vacuum in the presence of an air sparge Filter air was added the product filtered at 60° C. to give a clear, yellow liquid thermometer, Dean-Stark condenser and sparge tube
Source ID: ord-5bef2bfa2c1942f391eee98e8d6d6df5PubChem References
These sources are listed in the compound's public database record.
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