Acetic Anhydride → HCID 19794105, compound

HRID 5766Notes

Reaction equation

HRID 5766 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][CH2:7]1.[C:19](OC(=O)C)(=[O:21])C>C(O)=O>[CH3:1][O:2][C:3](=[O:18])[CH2:4][N:5]([CH:19]=[O:21])[CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19794097N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester

Product 1

HCID 19794105HCID 19794105, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2.40 g of N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester are added dropwise with cooling to 5° C. to 5.52 g of formic acid. Additionally 1.79 g of acetic anhydride are added, and the mixture is kept at room temperature for 70 hours. Destillation under vacuum affords 2.7 g (97% of theory) of N-formyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester as a colourless resin.

Sources & evidence

ORD record
ord-d331a1f9455242ecbaaee3d7cbdb816e
Source dataset
uspto-grants-1993_09
Patent number
US05246915

Reaction notes

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