Hydrochloric Acid → HCID 14503244, compound

HRID 1061660Notes

Reaction equation

HRID 1061660 reaction equation
[BH4-].[Na+].[C:3]([NH:11][CH:12]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>C(O)C>[C:3]([NH:11][CH:12]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:13]([OH:18])[C:14]([F:15])([F:17])[F:16])(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 13573823HCID 13573823, compound

Product 1

HCID 14503244HCID 14503244, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium borohydride (0.37 g) is added to a solution of (3RS)-3-benzoylamino-2-oxo-4-phenyl-1,1,1-trifluorobutane (3.12 g, Reference compound No. 30-1) in ethanol (25 ml), and the mixture is stirred at 35° C. for four hours. The reaction mixture is cooled with ice, 6 N hydrochloric acid is added to the mixture, and the whole is extracted with ethyl acetate. The extract is washed with water, a saturated aqueous sodium hydrogencarbonate solution and saturated brine successively and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give the titled reference compound (3.00 g).

Workup

  1. additionis added to the mixture
  2. extractionthe whole is extracted with ethyl acetate
  3. washThe extract is washed with water
  4. dry with materiala saturated aqueous sodium hydrogencarbonate solution and saturated brine successively and dried over anhydrous magnesium sulfate
  5. concentrationThe extract is concentrated under reduced pressure

Sources & evidence

ORD record
ord-5439d21fac764991bc71cf6423060e3a
Source dataset
uspto-grants-2005_11
Patent number
US06960575B2

Reaction notes

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