Water → 2-(Cyclohexylmethyl)hexan-1-ol

HRID 1248194Notes

Reaction equation

HRID 1248194 reaction equation
[CH:1]1([CH2:7][CH:8]([CH2:12][CH2:13][CH2:14][CH3:15])[C:9](O)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(OCC)(=O)C.O>O1CCCC1>[CH:1]1([CH2:7][CH:8]([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:9][OH:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 2928342-(Cyclohexylmethyl)hexanoic acid

Product 1

HCID 134765532-(Cyclohexylmethyl)hexan-1-olYield 107.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(cyclohexylmethyl)hexanoic acid (1.4 g) in 50 ml of dry tetrahydrofuran at 0° C. under nitrogen was treated with stirring with 10 ml of 1 molar borane-tetrahydrofuran complex. The mixture was stirred for 30 minutes, allowed to come to room temperature, and poured into ethyl acetate. After careful addition of water, the organic layer was separated, washed with brine, dried (MgSO4) and evaporated to give 1.4 g of 2-(cyclohexylmethyl)hexan-1-ol.

Workup

  1. stirringThe mixture was stirred for 30 minutes
  2. customto come to room temperature
  3. customthe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-b5f8059038864c5e8472112dbfc67680
Source dataset
uspto-grants-1985_06
Patent number
US04522948

Reaction notes

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