Diazomethane → HCID 21412550, compound

HRID 840032Notes

Reaction equation

HRID 840032 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])[CH:8]=[CH:7]2)(=[O:3])[CH3:2].[N+](=[CH2:21])=[N-]>C(OCC)C>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]([CH3:18])[C:15]([O:17][CH3:21])=[O:16])[CH:8]=[CH:7]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 20334987HCID 20334987, compound

Product 1

HCID 21412550HCID 21412550, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a mixture of 24 g. of 6-acetyl-2-naphthyl-α-methylacetic acid and 200 ml. of diethyl ether are added 4.2 g. of diazomethane in 100 ml. of diethyl ether. The resulting mixture is evaporated to give methyl 6-acetyl-2-naphthyl-α-methylacetate. The product is added to 200 ml. of aqueous 20% sodium hypochlorite. The resulting mixture is allowed to stand for four hours at room temperature. The mixture is acidified by the addition of aqueous 1N hydrochloric acid and extracted with diethyl ether. The extracts are combined, washed with water to neutrality, dried over sodium sulfate, filtered, and evaporated to give 6-carboxy-2-napthyl-60 -methylacetic acid.

Workup

  1. additionTo a mixture of 24 g
  2. customThe resulting mixture is evaporated

Sources & evidence

ORD record
ord-39b9a0c538004889bb322961e1c1c4e4
Source dataset
uspto-grants-1978_06
Patent number
US04097674

Reaction notes

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