Ethanol → 2,3,5,10,11,11 a-hexahydro-11-ethoxy-9-hydroxy-8-methyl-1H-pyrrolo[2,1-C][1,4]benzodiazepin-5-one
Reaction equation
[CH3:1][C:2]1[CH:25]=[CH:24][C:5]2[C:6](=[O:23])[N:7]3[CH2:22][CH2:21][CH2:20][CH:8]3[C:9](=[O:19])[N:10]3C(C4C=CC=CC=4)[O:12][C:3]=1[C:4]=23.[CH2:26](O)[CH3:27]>>[CH2:26]([O:19][CH:9]1[CH:8]2[CH2:20][CH2:21][CH2:22][N:7]2[C:6](=[O:23])[C:5]2[CH:24]=[CH:25][C:2]([CH3:1])=[C:3]([OH:12])[C:4]=2[NH:10]1)[CH3:27]Participants
3
Conditions
- Temperature
- -20 °C
Procedure
350 mg of 6,8,9,10,10a ,11-hexahydro-3-methyl-1-phenyl-1H-oxazolo[ 5,4,3-jk]pyrrolo[2,1-C][1,4]benzodiazepin-6,11-dione was treated in the same manner as in Example 4. The concentrate of the chloroform layer obtained was dissolved in 2 ml of hot ethanol, cooled to -20° C., and allowed to stand at this temperature for 3 days. Thus, 86 mg of 2,3,5,10,11,11 a-hexahydro-11-ethoxy-9-hydroxy-8-methyl-1H-pyrrolo[2,1-C][1,4]benzodiazepin-5-one was obtained in a colorless crystalline form. Recrystallization of the resulting product from ethanol gave a colorless needle-like crystal having a melting point of 155° to 157° C.
Workup
- concentrationThe concentrate of the chloroform layer
- customobtained
Sources & evidence
- ORD record
- ord-a90217c792e040d69bfcad0ca6d90e6d
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04185016
Reaction notes
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