Oxalyl chloride → HCID 59423869, compound

HRID 2387666Notes

Reaction equation

HRID 2387666 reaction equation
[C:1]([C:3]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][C:6](O)=[O:7])#[N:2].C(Cl)(=O)C([Cl:24])=O>CN(C)C=O.ClCCl>[C:1]([C:3]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:4][CH2:5][C:6]([Cl:24])=[O:7])#[N:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 537742904-Cyano-4,4-diphenylbutanoic acid

Product 1

HCID 59423869HCID 59423869, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

N,N-Dimethylformamide (1 drop) was added to a suspension of 4-cyano-4,4-diphenylbutanoic acid [(7.8 g, 29 mmol), WO97/24325] and oxalyl chloride (5.2 mL, 60 mmol) in dichloromethane (40 mL) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then concentrated in vacuo and the residue was azeotroped with toluene (3×50 mL) to afford the crude title compound. The material was used in preparation 60 without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customthe residue was azeotroped with toluene (3×50 mL)

Sources & evidence

ORD record
ord-af62c14d75b34354899d46dbf74d6334
Source dataset
uspto-grants-2012_09
Patent number
US08268881B2

Reaction notes

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