Water → HCID 12446847, compound

HRID 1381253Notes

Reaction equation

HRID 1381253 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([CH2:17][C:18]([OH:20])=[O:19])=[CH:16][C:3]1=2.[OH-].[Na+].[BH4-].[Na+].O>C(O)(=O)C>[OH:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([CH2:17][C:18]([OH:20])=[O:19])=[CH:16][C:3]1=2

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 41448IsoxepacHCID 4311764Sodium borohydride

Product 1

HCID 12446847HCID 12446847, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 5.0 g. of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid in 16 ml. of 5% sodium hydroxide is added dropwise to a cold solution of 1.36 g. of sodium borohydride in 40 ml. of water. The reaction mixture is stirred at 0° C. for 4 hours, poured onto ice, and acidified with glacial acetic acid. The precipitate is filtered and washed with water to provide colorless crystals, m.p. 132°-133.5° C. of 6,11-dihydro-11-hydroxydibenz[b,e]oxepin-2-acetic acid.

Workup

  1. additionpoured onto ice
  2. filtrationThe precipitate is filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-6d78fc921d994071a2475813f72f2cbc
Source dataset
uspto-grants-1986_04
Patent number
US04585788

Reaction notes

Loading…