Diazomethane → HCID 53703941, compound

HRID 1730746Notes

Reaction equation

HRID 1730746 reaction equation
[N+](=[CH2:3])=[N-].[F:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([CH:17]([S:19]([CH2:21][C:22]([OH:24])=[O:23])=[O:20])[CH3:18])=[CH:13][CH:12]=1>CCOCC>[CH3:3][O:23][C:22](=[O:24])[CH2:21][S:19]([CH:17]([C:14]1[CH:15]=[CH:16][C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[F:4])=[CH:12][CH:13]=1)[CH3:18])=[O:20]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 20348737HCID 20348737, compound

Product 1

HCID 53703941HCID 53703941, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 320 mgm (7.6 millimols) of diazomethane (prepared from 2.14 gm of p-toluenesulfonyl-methylnitrosoamide in 30 ml of ether and 0.4 gm of potassium hydroxide in 10 ml of 96% ethanol and subsequent distillation) was added, while stirring, to a suspension of 2.3 gm (7.5 millimols) of [1-(2'-fluoro-4-biphenylyl)-ethylsulfinyl]-acetic acid (m.p.: 164° - 165° C) in 20 ml of ether. The acid dissolved, accompanied by nitrogen evaluation. After the reaction was finished, the mixture was evaporated, and the residue was recrystallized from benzene cyclohexane (1/5). Yield: 2.0 gm (83.5% of theory); m.p.: 75° - 77° C.

Workup

  1. dissolutionThe acid dissolved
  2. customthe mixture was evaporated
  3. customthe residue was recrystallized from benzene cyclohexane (1/5)

Sources & evidence

ORD record
ord-fea01e7075ad4b959a46585ba2e68f3d
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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