Diethyl Ether → HCID 21412550, compound

HRID 1414665Notes

Reaction equation

HRID 1414665 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].[CH2:19](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][CH3:19])=[O:16])[CH:8]=[CH:7]2)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 3283Diethyl Ether2×HCID 20334987HCID 20334987, compound

Product 1

HCID 21412550HCID 21412550, compound

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 diaxomethane 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-naphthyl-α-methylacetic acid.

Workup

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

Sources & evidence

ORD record
ord-05f1ba09447b4abcb9e62f7fd0267531
Source dataset
uspto-grants-1977_01
Patent number
US04001301

Reaction notes

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