Acetic Anhydride → N-formyl-N-(2,2-dimethyl-indan-1-yl)glycine methyl ester

HRID 5771Notes

Reaction equation

HRID 5771 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][NH:5][CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][C:7]1([CH3:16])[CH3:15].[C:18](OC(=O)C)(=[O:20])C>C(O)=O>[CH3:1][O:2][C:3](=[O:17])[CH2:4][N:5]([CH:18]=[O:20])[CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][C:7]1([CH3:15])[CH3:16]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19794085N-(2,2-dimethyl-indan-1-yl)glycine methyl ester

Product 1

HCID 19794078N-formyl-N-(2,2-dimethyl-indan-1-yl)glycine methyl ester

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

936 g of N-(2,2-dimethyl-indan-1-yl)glycine methyl ester are added dropwise with cooling to 5° C. to 1817 ml of formic acid. Additionally 664 ml of acetic anhydride are added, and the mixture is kept at room temperature for 18.5 hours. Destillation under vacuum affords 1015 g of N-formyl-N-(2,2-dimethyl-indan-1-yl)glycine methyl ester.

Sources & evidence

ORD record
ord-90f241a6026441e4b5bbd36ef857d8ed
Source dataset
uspto-grants-1993_09
Patent number
US05246915

Reaction notes

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