Sodium borohydride → 5-Chloro-2'-fluoro-2-iodobenzhydrol

HRID 128448Notes

Reaction equation

HRID 128448 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([I:17])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[F:15])=[O:8].[BH4-].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([I:17])=[C:6]([CH:16]=1)[CH:7]([OH:8])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[F:15]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 12948263(5-Chloro-2-iodophenyl)(2-fluorophenyl)methanone

Product 1

HCID 205631225-Chloro-2'-fluoro-2-iodobenzhydrol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 54 g (0.15 mole) of 5-chloro-2'-fluoro-2-iodobenzophenone and 28.4 g (0.75 mole) of sodium borohydride in 1000 ml of ethanol was stirred at 0° C. for 15 min. The solution was diluted with water and extracted with ether. The ether solution was washed with water, dried over anhydrous sodium sulfate, and concentrated at reduced pressure to give a deep yellow oil.

Workup

  1. extractionextracted with ether
  2. washThe ether solution was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated at reduced pressure
  5. customto give a deep yellow oil

Sources & evidence

ORD record
ord-63538a4d937a460eaa828790bdc5f40b
Source dataset
uspto-grants-1981_03
Patent number
US04259503

Reaction notes

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