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

HRID 1389035Notes

Reaction equation

HRID 1389035 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-dfb3528e454a4f199fbe90932d4dc2ed
Source dataset
uspto-grants-1981_01
Patent number
US04243589

Reaction notes

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