Lauric Acid → Dodecanoyl chloride

HRID 1835624Notes

Reaction equation

HRID 1835624 reaction equation
CN(C)C=O.[C:6]([OH:19])(=O)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(Cl)([Cl:22])=O>>[C:6]([Cl:22])(=[O:19])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 3

HCID 3893Lauric AcidHCID 6228DimethylformamideHCID 6371Phosgene2×

Product 1

HCID 8166Dodecanoyl chloride

Procedure

82.2 g (1.13 mol) of N,N-dimethylformamide were added to 4.5 mol of lauric acid in a stirred apparatus. The reaction solution was brought to a temperature of from 40 to 50° C. with stirring, and a total of 5.06 mol of gaseous phosgene were introduced under atmospheric pressure. After the addition of phosgene was complete, the two phases were separated from one another. The catalyst phase comprised a molar proportion of the catalyst adduct, based on the molar amount of N,N-dimethylformamide plus catalyst adduct, of 0.50. The carbonyl chloride phase comprised 99.1 area % of lauroyl chloride and 0.15 area % of lauric acid. The color number was 268 APHA.

Workup

  1. customwas brought to a temperature of from 40 to 50° C.
  2. customthe two phases were separated from one another

Sources & evidence

ORD record
ord-6b78ae5602884f3785abea859cb15d74
Source dataset
uspto-grants-2004_08
Patent number
US06770783B1

Reaction notes

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