Diazomethane → HCID 20310101, compound

HRID 1606744Notes

Reaction equation

HRID 1606744 reaction equation
[C:1]([C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH2:11][CH2:12][CH:13]2[C:18]([OH:20])=[O:19])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH2:23])=[N-]>CCOCC>[C:1]([C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH2:11][CH2:12][CH:13]2[C:18]([O:20][CH3:23])=[O:19])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 1621494-Benzoyl-2,3-dihydro-1H-indene-1-carboxylic acid

Product 1

HCID 20310101HCID 20310101, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 50 ml. of ether is dissolved 2.7 g. of 4-benzoylindan-1-carboxylic acid and, then, an ethereal solution of diazomethane is added until the yellow color of the solution has not disappeared. The solution is then allowed to stand for 30 minutes, after which the excess diazomethane and the ether are distilled off. The methyl 4-benzoylindan-1-carboxylate thus obtained as the distillation residue is dissolved in 50 ml. of dimethylsulfoxide and under stirring, the solution is added dropwise to 100 ml. of dimethylsulfoxide containing 1.5 g. of sodium hydride over a period of 15 minutes.

Workup

  1. distillationafter which the excess diazomethane and the ether are distilled off

Sources & evidence

ORD record
ord-d9e848aa4ef744fea8fc0e88ad492ce1
Source dataset
uspto-grants-1976_04
Patent number
US03953500

Reaction notes

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