Acetic Anhydride → HCID 20301696, compound

HRID 1732832Notes

Reaction equation

HRID 1732832 reaction equation
[OH:1][C:2]1[C:12]2[NH:11][CH:10]([O:13][CH3:14])[CH:9]3[CH2:15][CH2:16][CH2:17][N:8]3[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:19].[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(N(CC)CC)C>[C:20]([O:1][C:2]1[C:12]2[NH:11][CH:10]([O:13][CH3:14])[CH:9]3[CH2:15][CH2:16][CH2:17][N:8]3[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:19])(=[O:22])[CH3:21]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13567453HCID 13567453, compound

Product 1

HCID 20301696HCID 20301696, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

49.3 mg of 2,3,5,10,11,11a-hexahydro-9-hydroxy-11-methoxy-8-methyl-1H-pyrrolo(2,1-C)(1,4)benzodiazepin-5-one was suspended in 0.5 ml of 1:1 mixture of triethylamine and acetic anhydride and stirred at 0° to 5° C. for 15 minutes under a stream of nitrogen gas. Thus, 30 mg of 2,3,5,10,11,11a-hexahydro-9-acetoxy-11-methoxy-8-methyl-1H-pyrrolo(2,1-C)(1,4)benzodiazepin-5-one was obtained was a colorless powdery product. Recrystallization of the resulting product from acetone-ligroin gave a colorless needle-like crystal having a melting point of 147° to 149.5° C.

Sources & evidence

ORD record
ord-6021bf3024ef443d80e10811baf1992f
Source dataset
uspto-grants-1980_12
Patent number
US04239683

Reaction notes

Loading…