Reaction #4159027
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f87ce83c91d045b1a4de907a924dcc2cNo renderable structure data available
CC1(CC(CC(C1)(C)C)O)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3,3,5,5-tetramethylcyclohexan-1-ol |
|---|---|
| IUPAC Name | — |
| CAS Number | 2650-40-0 |
| Database ID | 75851 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3,3,5,5-tetramethylcyclohexan-1-ol (CAS 2650-40-0) 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 75851
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-f87ce83c91d045b1a4de907a924dcc2cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2fe37baea9ca477d8be71e7a0f382a79Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3,3,5,5-Tetramethylcyclohexanol (7.81 g, 0.05 mol), 4-hydroxyphenylacetic acid (7.6 g, 0.05 mol), p-toluenesulfonic acid (2 g) and benzene (200 mL) were refluxed with continuous water separation for 8 hours. The reaction mixture was evaporated, the oily residue was dissolved in ethyl acetate (100 mL), washed first with aqueous 5% NaHCO3 solution (100 mL) and then twice with water (200 mL ), then dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure to give 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate as a solid (7.00 g, 82.0% yield). The reaction mixture was evaporated the oily residue was dissolved in ethyl acetate (100 mL) washed first with aqueous 5% NaHCO3 solution (100 mL) twice with water (200 mL ), then dried over anhydrous MgSO4 The solvent was evaporated under reduced pressure
Source ID: ord-9376069414fb459199cd0b5b99e98edeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxyphenylacetic acid (6.08 g), 3,3,5,5-tetramethylcyclohexyl alcohol (6.24 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) was refluxed for 8 hours with continuous water separation. The mixture was cooled and washed with 10% Na2CO3, then with water. Drying over MgSO4 and evaporation in vacuo yielded 12.3 g of 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate. That product, which can be represented by the structural formula ##STR27## is characterized by the following NMR (CDCl3, TMS, ppm): 7.00(d, J=8 Hz, 2H), 6.60(d, J=8 Hz, 2H), 5.00(broad, 1H), 3.40(s, 2H) and 1.8-0.80(m, 18H). The mixture was cooled washed with 10% Na2CO3 Drying over MgSO4 and evaporation in vacuo
Source ID: ord-664f91060a714a78a491690226a1bc18Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f87ce83c91d045b1a4de907a924dcc2cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3,3,5,5-Tetramethylcyclohexanol (7.81 g, 0.05 mol), 4-hydroxyphenylacetic acid (7.6 g, 0.05 mol), p-toluenesulfonic acid (2 g) and benzene (200 mL) were refluxed with continuous water separation for 8 hours. The reaction mixture was evaporated, the oily residue was dissolved in ethyl acetate (100 mL), washed first with aqueous 5% NaHCO3 solution (100 mL) and then twice with water (200 mL), then dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure to give 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate as a solid (7.00 g, 82.0% yield). The reaction mixture was evaporated the oily residue was dissolved in ethyl acetate (100 mL) washed first with aqueous 5% NaHCO3 solution (100 mL) twice with water (200 mL), then dried over anhydrous MgSO4 The solvent was evaporated under reduced pressure
Source ID: ord-37910b6ca01e4c0395ced3c8248ed015Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3,3,5,5-Tetramethylcyclohexanol (7.81 g, 0.05 mol), 4-hydroxyphenylacetic acid (7.6 g, 0.05 mol), p-toluenesulfonic acid (2 g) and benzene (200 mL) were refluxed with continuous water separation for 8 hours. The reaction mixture was evaporated, the oily residue was dissolved in ethyl acetate (100 mL), washed first with aqueous 5% NaHCO3 solution (100 mL) and then twice with water (200 mL), then dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure to give 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate as a solid (7.00 g, 82.0% yield). The reaction mixture was evaporated the oily residue was dissolved in ethyl acetate (100 mL) washed first with aqueous 5% NaHCO3 solution (100 mL) twice with water (200 mL), then dried over anhydrous MgSO4 The solvent was evaporated under reduced pressure
Source ID: ord-37910b6ca01e4c0395ced3c8248ed015Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxyphenylacetic acid (6.08 g), 3,3,5,5-tetramethylcyclohexyl alcohol (6.24 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) was refluxed for 8 hours with continuous water separation. The mixture was cooled and washed with 10% Na2CO3, then with water. Drying over MgSO4 and evaporation in vacuo yielded 12.3 g of 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate. That product, which can be represented by the structural formula ##STR26## is characterized by the following NMR (CDCl3, TMS, ppm): 7.00 (d, J=8Hz, 2H), 6.60 (d, J=8Hz, 2H), 5.00 (broad, 1H), 3.40 (s, 2H) and 1.80-0.80 (m, 18H). The mixture was cooled washed with 10% Na2CO3 Drying over MgSO4 and evaporation in vacuo
Source ID: ord-9913684e8ce944ceae38e91f1a629b9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxyphenylacetic acid (6.08 g), 3,3,5,5-tetramethylcyclohexyl alcohol (6.24 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) was refluxed for 8 hours with continuous water separation. The mixture was cooled and washed with 10% Na2CO3, then with water. Drying over MgSO4 and evaporation in vacuo yielded 12.3 g of 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate. That product, which can be represented by the structural formula ##STR26## is characterized by the following NMR (CDCl3, TMS, ppm): 7.00 (d, J=8Hz, 2H), 6.60 (d, J=8Hz, 2H), 5.00 (broad, 1H), 3.40 (s, 2H) and 1.80-0.80 (m, 18H). The mixture was cooled washed with 10% Na2CO3 Drying over MgSO4 and evaporation in vacuo
Source ID: ord-9913684e8ce944ceae38e91f1a629b9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3,3,5,5-Tetramethylcyclohexanol (7.81 g, 0.05 mol), 4-hydroxyphenylacetic acid (7.6 g, 0.05 mol), p-toluenesulfonic acid (2 g) and benzene (200 mL) were refluxed with continuous water separation for 8 hours. The reaction mixture was evaporated, the oily residue was dissolved in ethyl acetate (100 mL), washed first with aqueous 5% NaHCO3 solution (100 mL) and then twice with water (200 mL ), then dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure to give 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate as a solid (7.00 g, 82.0% yield). The reaction mixture was evaporated the oily residue was dissolved in ethyl acetate (100 mL) washed first with aqueous 5% NaHCO3 solution (100 mL) twice with water (200 mL ), then dried over anhydrous MgSO4 The solvent was evaporated under reduced pressure
Source ID: ord-9376069414fb459199cd0b5b99e98edeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-hydroxyphenylacetic acid (6.08 g), 3,3,5,5-tetramethylcyclohexyl alcohol (6.24 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) was refluxed for 8 hours with continuous water separation. The mixture was cooled and washed with 10% Na2CO3, then with water. Drying over MgSO4 and evaporation in vacuo yielded 12.3 g of 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate. That product, which can be represented by the structural formula ##STR27## is characterized by the following NMR (CDCl3, TMS, ppm): 7.00(d, J=8 Hz, 2H), 6.60(d, J=8 Hz, 2H), 5.00(broad, 1H), 3.40(s, 2H) and 1.8-0.80(m, 18H). The mixture was cooled washed with 10% Na2CO3 Drying over MgSO4 and evaporation in vacuo
Source ID: ord-664f91060a714a78a491690226a1bc18Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2fe37baea9ca477d8be71e7a0f382a79PubChem References
These sources are listed in the compound's public database record.
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