Hydrochloric Acid → HCID 10535515, compound

HRID 352116Notes

Reaction equation

HRID 352116 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[BH4-].[Na+].Cl>O1CCCC1>[Cl:1][CH2:2][CH2:3][CH2:4][CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[OH:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2535334-ChlorobutyrophenoneHCID 4311764Sodium borohydride

Product 1

HCID 10535515HCID 10535515, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-chloro-1-phenyl-1-butanone (7.35 g) and sodium tetrahydroborate (3.05 g) in tetrahydrofuran (40 ml) was stirred for 36 h. 2M Hydrochloric acid was added and the mixture was extracted three times with ethyl acetate. The combined organic extracts were dried (magnesium sulphate), evaporated and purified by chromatography on silica eluting with petrol-ether to give the sub-title compound as a colourless oil (6.60 g).

Workup

  1. extractionthe mixture was extracted three times with ethyl acetate
  2. dry with materialThe combined organic extracts were dried (magnesium sulphate)
  3. customevaporated
  4. custompurified by chromatography on silica eluting with petrol-ether

Sources & evidence

ORD record
ord-7a8ed2afc4a345fb879f22cab26f702b
Source dataset
uspto-grants-2004_06
Patent number
US06743939B2

Reaction notes

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