Phenylacetyl chloride → HCID 3890459, compound

HRID 2248965Notes

Reaction equation

HRID 2248965 reaction equation
[N+:1](=[CH2:3])=[N-:2].[C:4]1([CH2:10][C:11](Cl)=[O:12])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CCOCC>[N+:1](=[CH:3][C:11](=[O:12])[CH2:10][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[N-:2]

Participants

4

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 9550Diazomethane2×

Product 1

HCID 3890459HCID 3890459, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To diazomethane (40 mmol) in ether (100 ml) at 0° C. was added phenylacetyl chloride (2.65 ml, 20 mmol). After 30 min at 0° C. the excess diazomethane and the ether were blown off with nitrogen, and then under vacuum to leave 1-diazo-3-phenyl-2-propanone as a yellow oil (3.05 g, 95%); δH (CDCl3) 7.2(5H, S, aryl), 5.1(1H, S, CH=N2), 3.5(2H, S, CH2).

Sources & evidence

ORD record
ord-11db1de3302d49a39e26d5db28e9194e
Source dataset
uspto-grants-1991_08
Patent number
US05041567

Reaction notes

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