Oxalyl chloride → HCID 90411212, compound

HRID 1477093Notes

Reaction equation

HRID 1477093 reaction equation
[C:1]([OH:16])(=O)/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(Cl)(=O)C([Cl:20])=O>ClCCl>[C:1]([Cl:20])(=[O:16])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 5282738(2E)-2-Tetradecenoic acid

Product 1

HCID 90411212HCID 90411212, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(E)-tetradec-2-enoic acid (18.7 g) was dissolved in anhydrous dichloromethane (200 ml) under nitrogen with stirring. The solution was cooled in ice-water bath for 30 min. Oxalyl chloride (9.1 ml) was added dropwise. The reaction mixture was slowly warm up to room temperature overnight. The solvent was removed under vacuum. The product was obtained as clear oil (20.0 g, 99%) and used in next step synthesis without further purification.

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-71886ac2884f47f98bee611e78b160d8
Source dataset
uspto-grants-2016_08
Patent number
US09403760B2

Reaction notes

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