Ethanol → HCID 12519150, compound

HRID 2052708Notes

Reaction equation

HRID 2052708 reaction equation
Cl.[CH3:2][C:3]1[C:4]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:5]=2[N:6]([CH2:14][CH2:15]3)[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.C(O)C.[BH4-].[Na+]>O>[CH3:2][CH:3]1[NH:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[N:6]2[CH2:14][CH2:15][C:16]3=[CH:17][CH:18]=[CH:19][C:4]1=[C:5]23

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydride2×HCID 125191361,2-Dihydro-6-methylindolo[1,7-ab][1,5]benzodiazepine hydrochloride

Product 1

HCID 12519150HCID 12519150, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture, under N2, of 24.3 g (0.09 mole) of 1,2-dihydro-6-methylindolo[1,7-ab][1,5]benzodiazepine hydrochloride and 200 ml of absolute ethanol is cooled to 0° C. Then sodium borohydride is added in small portions and at such a rate as to minimize foaming and to maintain the reaction below 10° C. A total of 4.0 g of NaBH4 is added, 3.4 g to discharge the initial purple color, 0.6 g more to insure completeness of reduction. After 2 hours more at ambient temperature, water is added in portions to decompose excess reagent and to maximize precipitation of product. The solid is collected, washed repeatedly with water, and dried to yield product with m.p. 127°-134° C. Recrystallization from 75 ml of benzene (charcoal) afforded 6-methyl-1,2,6,7-tetrahydroindolo-[1,7-ab][1,5]benzodiazepine, m.p. 134°-136° C.

Workup

  1. temperatureto maintain
  2. customthe reaction below 10° C
  3. customprecipitation of product
  4. customThe solid is collected
  5. washwashed repeatedly with water
  6. customdried
  7. customto yield product with m.p. 127°-134° C
  8. customRecrystallization from 75 ml of benzene (charcoal)

Sources & evidence

ORD record
ord-cb6d448487fe42f1b13043c907a8abf7
Source dataset
uspto-grants-1980_01
Patent number
US04186199

Reaction notes

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