Water → 1,2,3,10,11,11a-Hexahydro-9,11-dihydroxy-8-methyl-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-one

HRID 1732831Notes

Reaction equation

HRID 1732831 reaction equation
[OH:1][C:2]1[C:12]2[N:11]=[CH:10][CH:9]3[CH2:13][CH2:14][CH2:15][N:8]3[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:17].[OH2:18]>C(#N)C>[OH:1][C:2]1[C:12]2[NH:11][CH:10]([OH:18])[CH:9]3[CH2:13][CH2:14][CH2:15][N:8]3[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:17]

Participants

4

Reactant 2

HCID 962WaterHCID 13567463HCID 13567463, compound

Product 1

HCID 1533541,2,3,10,11,11a-Hexahydro-9,11-dihydroxy-8-methyl-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

64.4 mg of 2,3,5,11a-tetrahydro-9-hydroxy-8-methyl-1H-pyrrolo(2,1-C)(1,4)benzodiazepin-5-one was dissolved in 2.5 ml of hot acetonitrile, 0.5 ml of water was added thereto, and the mixture was allowed to stand first at room temperature for 2 hours and then at -20° C. for 1 day. Thus, 51.1 mg of 2,3,5,10,11,11a-hexahydro-9,11-dihydroxy-8-methyl-1H-pyrrolo(2,1-C)(1,4)benzodiazepin-5-one was obtained as a yellow-colored crystal. Recrystallization of the resulting product from aqueous acetonitrile gave a yellow-colored prismatic crystal having a melting point of 154° to 156° C.

Workup

  1. waitat -20° C. for 1 day

Sources & evidence

ORD record
ord-346a23a1ef59439c93eb4108e4dda5dc
Source dataset
uspto-grants-1980_12
Patent number
US04239683

Reaction notes

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