Diazomethane → HCID 21412550, compound

HRID 1284388Notes

Reaction equation

HRID 1284388 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 4 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-naphthyl-α-methylacetic acid.

Workup

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

Sources & evidence

ORD record
ord-5ead79ee5f4942538a1243bf5f0cd5b3
Source dataset
uspto-grants-1976_08
Patent number
US03978124

Reaction notes

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