Water → HCID 14835664, compound

HRID 1709238Notes

Reaction equation

HRID 1709238 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:15][CH2:14][C:9]3=[N:10][CH:11]=[CH:12][CH:13]=[C:8]3[C:7](=[O:16])[C:6]=2[CH:17]=1.[BH4-].[Na+].O>C(O)C>[OH:16][CH:7]1[C:8]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[CH2:14][CH2:15][C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:17][C:6]1=2

Participants

5

Reactant 3

HCID 962Water2×HCID 4311764Sodium borohydrideHCID 14835658HCID 14835658, compound

Product 1

HCID 14835664HCID 14835664, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.46 g of 7-methyl-10,11-dihydro-5H-benzo-[4,5]cyclohepta[1,2-b]pyridin-5-one was dissolved in 22 ml of ethanol. To the solution was added 0.39 g of sodium borohydride with water-cooling. The resulting mixture was stirred for 1 hour at room temperature. To the reaction mixture was added 44 ml of water. The resulting crystals were collected by filtration and dried to obtain 4.19 g of 5-hydroxy-7-methyl-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridine. They were recrystallized from ethanol to obtain 3.90 g of colorless crystals having a melting point of 202°-203° C.

Workup

  1. temperaturecooling
  2. filtrationThe resulting crystals were collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-81675cef9374473797f5a579753f1cda
Source dataset
uspto-grants-1990_08
Patent number
US04948796

Reaction notes

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