Sodium borohydride → HCID 54298099, compound

HRID 372554Notes

Reaction equation

HRID 372554 reaction equation
[BH4-].[Na+].[CH3:3][N:4]1[CH2:9][CH2:8][N:7]([CH:10]2[CH2:16][CH2:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[C:12](=[O:21])[CH2:11]2)[CH2:6][CH2:5]1>C(O)C.O>[CH3:3][N:4]1[CH2:5][CH2:6][N:7]([CH:10]2[CH2:16][CH2:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[CH:12]([OH:21])[CH2:11]2)[CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 54044111HCID 54044111, compound

Product 1

HCID 54298099HCID 54298099, compoundYield 101.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

8.8 g of sodium borohydride were added over 20 minutes at 22°-26° C to a solution of 8.8 g of the product of Step A in 8.8 ml of ethanol and 8.8 ml of water and the mixture was stirred for 1 hour at 20° C. The ethanol was evaporated and the mixture was poured into water and was extracted with methylene chloride. The organic extracts were washed with water, dried and evaporated to dryness to obtain 9 g of a mixture of the isomers of raw 7-(4-methylpiperazin-1-yl)-5-hydroxy-6,7,8,9-tetrahydro [5H] benzocycloheptene which was used as is for the next step.

Workup

  1. customThe ethanol was evaporated
  2. additionthe mixture was poured into water
  3. extractionwas extracted with methylene chloride
  4. washThe organic extracts were washed with water
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-09d39fb06ee749d58011b5fd81dda26b
Source dataset
uspto-grants-1978_05
Patent number
US04091115

Reaction notes

Loading…