Sodium Hydroxide → HCID 13826404, compound

HRID 1906917Notes

Reaction equation

HRID 1906917 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:13].[BH4-].[Na+].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2[OH:13]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 13826403HCID 13826403, compound

Product 1

HCID 13826404HCID 13826404, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4,6-Dichloro-7-iodoindan-1-one (14.71 g., 45 mmoles) was suspended and partially dissolved in ethanol (140 ml). Sodium borohydride (1.70 g., 45 mmoles) was added and the mixture was stirred for 50 minutes. Aqueous sodium hydroxide 20% (w/v) (40 ml) was added and stirred for 10 minutes. The reaction mixture was poured into 700 mL of ice-water with vigorous stirring. The crystals were collected, washed with water, sucked dry and dried in a vacuum oven at 50° C. overnight to give 14.08 g of the title compound, mp 95°-100° C. Recrystallization from acetonitrile gave material with mp 99°-102° C.

Workup

  1. stirringstirred for 10 minutes
  2. customThe crystals were collected
  3. washwashed with water
  4. customsucked dry
  5. customdried in a vacuum oven at 50° C. overnight

Sources & evidence

ORD record
ord-07af84b8f5d34c548e35bd0914faf424
Source dataset
uspto-grants-1987_03
Patent number
US04654363

Reaction notes

Loading…