Oxalyl chloride → HCID 15747283, compound

HRID 2166387Notes

Reaction equation

HRID 2166387 reaction equation
[C:1]([C:4]1[C:18]([OH:19])=[CH:17][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](O)=[O:15])=[C:6]([CH2:20][CH:21]=[CH2:22])[CH:5]=1)(=[O:3])[CH3:2].C(Cl)(=O)C([Cl:26])=O>CN(C)C=O.C(Cl)Cl>[C:1]([C:4]1[C:18]([OH:19])=[CH:17][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([Cl:26])=[O:15])=[C:6]([CH2:20][CH:21]=[CH2:22])[CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 14820086HCID 14820086, compound

Product 1

HCID 15747283HCID 15747283, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3.06 g of 6-(4-acetyl-5-hydroxy-2-allylphenoxy)hexanoic acid, 1.74 ml of oxalyl chloride, 100 ml of methylene chloride, and ten drops of dimethylformamide was mixed at 0° C. and allowed to warm to room temperature. After stirring for 4 hours, the solvents were removed by evaporation to provide the desired title product. NMR.

Workup

  1. additionwas mixed at 0° C.
  2. customthe solvents were removed by evaporation

Sources & evidence

ORD record
ord-386748a83228428fbdbac97dbe28658f
Source dataset
uspto-grants-1990_07
Patent number
US04945099

Reaction notes

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