HCID 178448085, compound → [4-(Propan-2-yl)cyclohexyl]methanol

HRID 1730611Notes

Reaction equation

HRID 1730611 reaction equation
[CH:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][OH:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]>[Ru].COCCOC>[CH:1]([CH:4]1[CH2:9][CH2:8][CH:7]([CH2:10][OH:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 178448085HCID 178448085, compound

Product 1

HCID 83763[4-(Propan-2-yl)cyclohexyl]methanol

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

A mixture of 200 g of cuminic aldehyde, 200 g of 1,2-dimethoxy-ethane and 6 g of ruthenium -- 5% on charcoal; Doduco Chemie Werk, Sinsheim Elsenz, West Germany -- were heated in a stainless steel autoclave at 130° and at a pressure of 100 atm, for 25 h. The obtained reaction mixture was then filtered and subjected to a fractional distillation to yield 176 g (85%) of a 70 : 30 (parts by weight) mixture of cis and trans-4-isopropyl-cyclohexylmethanol.

Workup

  1. customThe obtained reaction mixture
  2. filtrationwas then filtered
  3. distillationsubjected to a fractional distillation
  4. customto yield

Sources & evidence

ORD record
ord-4fb9b8670f2d47448a58614245f5c395
Source dataset
uspto-grants-1976_11
Patent number
US03993604

Reaction notes

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