Triacontanoic acid → 1-Triacontanol

HRID 1863067Notes

Reaction equation

HRID 1863067 reaction equation
[C:1](O)(=[O:31])[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][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].S(Cl)(Cl)=O>C(Cl)(Cl)Cl>[CH2:1]([OH:31])[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][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 10471Triacontanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 689721-Triacontanol

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

Triacontanol is prepared from triacontanoic acid by suspending 0.1 mol of the acid in 40 ml of anhydrous chloroform followed by the addition of thionyl chloride while maintaining the temperature at 40° C. for 2 hours. Chloroform and excess thionyl chloride were removed in a rotary evaporator, and the resulting acid chloride was reacted with 10 ml of absolute ethanol to form the ester. Excess ethanol was removed in a similar manner, and the ester was dissolved in 100 ml of anhydrous ether.

Workup

  1. customChloroform and excess thionyl chloride were removed in a rotary evaporator
  2. customthe resulting acid chloride was reacted with 10 ml of absolute ethanol

Sources & evidence

ORD record
ord-88ff88824260410a868f58507806f8ba
Source dataset
uspto-grants-1979_09
Patent number
US04167641

Reaction notes

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