Dimethylformamide → HCID 14265167, compound

HRID 1854634Notes

Reaction equation

HRID 1854634 reaction equation
[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]([CH2:7][C:8](O)=[O:9])=[CH:3][CH:4]=[CH:5][CH:6]=1.C(Cl)(=O)C([Cl:20])=O.CN(C)C=O>C(Cl)(Cl)Cl.CN(C)C=O>[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]([CH2:7][C:8]([Cl:20])=[O:9])=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chloride2×HCID 2633732-Biphenylacetic acid

Product 1

HCID 14265167HCID 14265167, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6212ChloroformSolvent2×

Procedure

Biphenylacetic acid (6.0 g (0.028 mol)) manufactured by Sigma-Aldrich Co. LLC was dissolved in dehydrated chloroform (60 ml). To this, oxalyl chloride (3.7 g (0.029 mol)) and N,N-dimethylformamide (0.04 ml (0.51 mmol)) were added. The mixture was stirred at room temperature for 72 hours. Chloroform, excessive oxalyl chloride and N,N-dimethylformamide were distillated away under reduced pressure to obtain biphenylacetyl chloride (6.5 g (0.028 mol)).

Sources & evidence

ORD record
ord-9d773a7227d4477bbd0d5701bb2e3b68
Source dataset
uspto-grants-2015_02
Patent number
US08962778B2

Reaction notes

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