Hydrochloric Acid → HCID 18690427, compound

HRID 1872331Notes

Reaction equation

HRID 1872331 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6](=[O:14])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[BH4-].[Na+].Cl>C(O)C.O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([OH:14])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 18690412HCID 18690412, compound

Product 1

HCID 18690427HCID 18690427, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
-5 °C

Procedure

13.1 g of 6-chloro-1-phenyl-hexan-2-one in 75 ml of ethanol is loaded into a 250 ml three-necked flask. The reaction medium is cooled down to -5° C. and a solution of sodium borohydride (2.18 g) in 15 ml of water is added over 5 minutes. Agitation is carried out for 2.5 hours at -5° C., the temperature is allowed to rise to 20° C. over 1 hour, followed by cooling down to -5° C. 110 ml of 0.14 M hydrochloric acid is then added. Agitation is carried out for 10 minutes, followed by extraction 3 times with 80 ml of methylene chloride, drying over magnesium sulphate, filtering and concentration. In this way, 12.3 g of expected product is obtained.

Workup

  1. waitto rise to 20° C. over 1 hour
  2. temperatureby cooling down to -5° C
  3. waitAgitation is carried out for 10 minutes
  4. extractionfollowed by extraction 3 times with 80 ml of methylene chloride
  5. dry with materialdrying over magnesium sulphate
  6. filtrationfiltering
  7. concentrationconcentration

Sources & evidence

ORD record
ord-9ef13921d9004867b81562a0ce9ed1b5
Source dataset
uspto-grants-2000_08
Patent number
US06107495

Reaction notes

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