Acetic Acid → Behenyl Alcohol

HRID 2052683Notes

Reaction equation

HRID 2052683 reaction equation
[C:1](O)(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].C(O)(=O)C>CCOCC>[CH2:1]([OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 8215Docosanoic Acid

Product 1

HCID 12620Behenyl AlcoholYield 26.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4 g of docosanoic acid are dissolved in 150 ml of anhydrous ether. LeAlH4 is progressively introduced. On completion of the reaction, 150 ml of an aqueous solution of 1 N acetic acid are introduced. The ethereal phase is then separated off, decanted and dried. Rectification in vacuo gives approximately 1 g of 1-docosanol.

Workup

  1. additionLeAlH4 is progressively introduced
  2. additionare introduced
  3. customThe ethereal phase is then separated off
  4. customdecanted
  5. customdried

Sources & evidence

ORD record
ord-958ed5024c994d6ba208cd81d304a2ea
Source dataset
uspto-grants-1980_01
Patent number
US04186211

Reaction notes

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