Sodium Hydroxide → HCID 66584098, compound

HRID 716497Notes

Reaction equation

HRID 716497 reaction equation
C([O:4][CH2:5][CH2:6][CH:7]([CH3:18])[CH2:8][CH:9]1[CH2:14][CH:13]([CH3:15])[CH2:12][C:11]([CH3:17])([CH3:16])[CH2:10]1)(=O)C.[OH-].[Na+]>O>[CH3:18][CH:7]([CH2:8][CH:9]1[CH2:14][CH:13]([CH3:15])[CH2:12][C:11]([CH3:16])([CH3:17])[CH2:10]1)[CH2:6][CH2:5][OH:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66584190HCID 66584190, compound

Product 1

HCID 66584098HCID 66584098, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
92.5 °C

Procedure

3-Methyl-4(3,3,5-trimethylcyclohex-1-yl)butyl acetate (2.54 kg, 10.0 mols, purity: 97%) sodium hydroxide (420 g, 10.5 mols) and water (8400 ml) were mixed together and heated at 90-95° C. under stirring for 10-12 h. The reaction mixture was cooled to 35° C. The aqueous phase was separated from the organic phase. The organic phase was washed once with 5% w/w aqueous NaCl and twice with water. The crude product was fractionated under reduced pressure to provide 3-Methyl-4(3,3,5-trimethylcyclohex-1-yl) butan-1-ol (1.95 kg, yield: 92%; GC purity: 98% sum of the isomers).

Workup

  1. temperatureThe reaction mixture was cooled to 35° C
  2. customThe aqueous phase was separated from the organic phase
  3. washThe organic phase was washed once with 5% w/w aqueous NaCl and twice with water

Sources & evidence

ORD record
ord-e14dc82669d1416080f69ac941fa2772
Source dataset
uspto-grants-2015_11
Patent number
US09187709B2

Reaction notes

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