2-Acetoxybenzoyl chloride → HCID 86654172, compound

HRID 1475976Notes

Reaction equation

HRID 1475976 reaction equation
[C:1]([O:4][C:5]1[C:6](=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:7](Cl)=[O:8])(=[O:3])[CH3:2].[C:14]([O:18][C:19]([NH:21][OH:22])=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([O:22][NH:21][C:19]([O:18][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:20])=[O:8])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 796682-Acetoxybenzoyl chlorideHCID 97534tert-butyl N-hydroxycarbamate

Product 1

HCID 86654172HCID 86654172, compound

Procedure

[(tert-Butoxy)carbonyl]amino 2-(acetyloxy)benzoate is prepared from acetylsalicyloyl chloride and N-tert-butoxycarbonyl hydroxylamine according to Scheme 1 described by Carpino et al. J. Am. Chem. Soc. 1959, 955-957. 1H NMR (250 MHz, DMSO-d6) δ ppm 10.89 (1H, br. s.), 7.97 (1H, dd, 7.8, 1.7 Hz), 7.75 (1H, td, 7.8, 1.8 Hz), 7.46 (1H, td, 7.6, 1.1 Hz), 7.31 (1H, dd, 8.1, 0.9 Hz), 2.27 (3H, s), 1.42 (9H, s).

Sources & evidence

ORD record
ord-c184f020420849348454f3e7bb202419
Source dataset
uspto-grants-2015_04
Patent number
US09018411B2

Reaction notes

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