Water → HCID 12519153, compound

HRID 2052712Notes

Reaction equation

HRID 2052712 reaction equation
[C:1]1([C:7]2[C:8]3[CH:23]=[CH:22][CH:21]=[C:20]4[C:9]=3[N:10]([CH2:18][CH2:19]4)[C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].O>C(O)C>[C:1]1([CH:7]2[NH:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[N:10]3[CH2:18][CH2:19][C:20]4=[CH:21][CH:22]=[CH:23][C:8]2=[C:9]34)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 125191401,2-Dihydro-6-phenylindolo[1,7-ab][1,5]benzodiazepine

Product 1

HCID 12519153HCID 12519153, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A stirred mixture, under N2, of 23.0 g of 1,2-dihydro-6-phenylindolo[1,7-ab][1,5]benzodiazepine in 200 ml of absolute ethanol is cooled to 0°-5° C. Sodium borohydride is then added in small portions and at such a rate as to keep the reaction temperature less than 5° C., and to minimize foaming. About 3 g. are required to discharge the initial blue-purple color, and another 1 g. is added to insure complete reduction. The mixture is then stirred 1 hour at 0° C. and 1 hour at room temperature. Water is added, the product is filtered, washed repeatedly with water, and dried to give 6-phenyl-1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepine, m.p. 161°-164° C.

Workup

  1. customthe reaction temperature less than 5° C.
  2. additionis added
  3. filtrationthe product is filtered
  4. washwashed repeatedly with water
  5. customdried

Sources & evidence

ORD record
ord-0a49a73c556843329c3bdcbead38c038
Source dataset
uspto-grants-1980_01
Patent number
US04186199

Reaction notes

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