Ethanol → HCID 12519149, compound

HRID 2052707Notes

Reaction equation

HRID 2052707 reaction equation
Cl.[CH2:2]1[N:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[N:13]=[CH:14][C:8]3=[C:9]2[C:4](=[CH:5][CH:6]=[CH:7]3)[CH2:3]1.C(O)C.[BH4-].[Na+]>O>[CH2:2]1[N:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[NH:13][CH2:14][C:8]3=[C:9]2[C:4](=[CH:5][CH:6]=[CH:7]3)[CH2:3]1

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydride2×HCID 125191341,2-Dihydroindolo[1,7-ab][1,5]benzodiazepine hydrochloride

Product 1

HCID 12519149HCID 12519149, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture, under N2, of 18.0 g of 1,2-dihydroindolo[1,7-ab][1,5]benzodiazepine hydrochloride and 100 ml of absolute ethanol is cooled to 0° C., and sodium borohydride is added in small portions and at such a rate as to minimize frothing and to keep the reaction temperature below 5° C. The addition takes about 1 hour and 3 g of NaBH4 is required to discharge the initial maroon color, and another 0.5 g is added to insure complete reduction. An hour later, water is added in portions to decompose excess reagent and maximize precipitation of product. The crystalline solid is filtered, washed well with water and dried to yield 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepine, m.p. 175°-177° C.

Workup

  1. customthe reaction temperature below 5° C
  2. additionThe addition
  3. additionanother 0.5 g is added
  4. customprecipitation of product
  5. filtrationThe crystalline solid is filtered
  6. washwashed well with water
  7. customdried

Sources & evidence

ORD record
ord-03d0549d4e3d4856aadc802ecf18f3f7
Source dataset
uspto-grants-1980_01
Patent number
US04186199

Reaction notes

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