Acetone → Octadecanedioic acid

HRID 2255003Notes

Reaction equation

HRID 2255003 reaction equation
CC(C)=O.O[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18].OCCCCCCCCCC[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]([OH:38])=[O:37]>C(Cl)(Cl)Cl>[CH2:35]([C:36]([OH:38])=[O:37])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 180AcetoneHCID 1046616-Hydroxyhexadecanoic acidHCID 7903412-Hydroxydodecanoic Acid

Product 1

HCID 70095Octadecanedioic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In Example 3, acetone solution of 12-hydroxydodecanoic acid was replaced by 16-hydroxy hexadecanoic acid (100 mg) dissolved in chloroform (10 ml) and reaction time was set for 15 hours. 72 mg of 1,16-hexadecane dicarboxylic acid was produced.

Workup

  1. customreaction time

Sources & evidence

ORD record
ord-c6b2493915df40bdae732bab669d2d35
Source dataset
uspto-grants-1993_08
Patent number
US05238816

Reaction notes

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