Acetic Anhydride → N-[4-[2-(Benzoxazol-2-yl-methyl-amino)-ethoxy]-benzyl]-N-hydroxy-acetamide

HRID 22370Notes

Reaction equation

HRID 22370 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH3:23])[CH2:11][CH2:12][O:13][C:14]1[CH:22]=[CH:21][C:17]([CH2:18][NH:19][OH:20])=[CH:16][CH:15]=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH3:23])[CH2:11][CH2:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:18][N:19]([OH:20])[C:24](=[O:26])[CH3:25])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19432975N-[4-[2-(benzoxazol-2-yl-methyl-amino)-ethoxy]-benzyl]-hydroxylamine

Product 1

HCID 57041646N-[4-[2-(Benzoxazol-2-yl-methyl-amino)-ethoxy]-benzyl]-N-hydroxy-acetamideYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of N-[4-[2-(benzoxazol-2-yl-methyl-amino)-ethoxy]-benzyl]-hydroxylamine (1.5 g, 4.78 mmol) in THF (5 mL) was added acetic anhydride (0.49 g, 4.78 mmol). The mixture was stirred for 1 hour and the volatiles were removed in vacuo. Crystallization from EtOAc/hexane, gave a white solid (1.3 g, 77% yield, m.p. 135°-136° C.).

Workup

  1. customthe volatiles were removed in vacuo
  2. customCrystallization from EtOAc/hexane

Sources & evidence

ORD record
ord-f240fb7ecdea4e8ba6ac01604ead9536
Source dataset
uspto-grants-1995_06
Patent number
US05428048

Reaction notes

Loading…