12-Methoxydodecanoate → 12-Methoxydodecanoyl chloride

HRID 862975Notes

Reaction equation

HRID 862975 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](NCC1C=CC=CC=1)=[O:15].COCCCCCCCCCCCC(O)=O.C(Cl)(=O)C([Cl:43])=O>C1(C)C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([Cl:43])=[O:15]

Participants

5

Reactant 3

HCID 142012-MethoxydodecanoateHCID 65578Oxalyl chlorideHCID 979711912-Methoxy-N-(phenylmethyl)dodecanamide

Product 1

HCID 1961175912-Methoxydodecanoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Reaction Scheme 4 illustratively shows the preparation of 12-methoxy-N-(phenyl-methyl)dodecanamide wherein 12-methoxydodecanoic acid (8) is treated with oxalyl chloride in anhydrous toluene to form 12-methoxydodecanoyl chloride (9) which in turn reacts with benzylamine in methylene chloride to give the desired fatty acid amide (10).

Workup

  1. customReaction Scheme 4

Sources & evidence

ORD record
ord-4e78bf597de7475db94dc9c252acf369
Source dataset
uspto-grants-1998_02
Patent number
US05719290

Reaction notes

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