Sodium borohydride → HCID 43394335, compound

HRID 1044828Notes

Reaction equation

HRID 1044828 reaction equation
[BH4-].[Na+].[F:3][C:4]([F:23])([F:22])[O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[CH2:20][CH2:19][C:18](=[O:21])[CH2:17][CH2:16]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1>CO>[F:23][C:4]([F:3])([F:22])[O:5][C:6]1[CH:7]=[CH:8][C:9]([S:12]([N:15]2[CH2:16][CH2:17][CH:18]([OH:21])[CH2:19][CH2:20]2)(=[O:13])=[O:14])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59565074HCID 59565074, compound

Product 1

HCID 43394335HCID 43394335, compoundYield 102.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

NaBH4 was added to a solution of 1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-one (1.0 g, 3.0 mmol) in MeOH (15 ml) at 0° C. and stirred at 0° C. for 45 minutes. The reaction was quenched with water (30 ml) and hydrochloric acid (2 M, 5 ml), extracted with EtOAc, washed with water (×2) and brine, dried (MgSO4) and evaporated under reduced pressure to give 1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-ol (1.0 g, 100%).

Workup

  1. customThe reaction was quenched with water (30 ml) and hydrochloric acid (2 M, 5 ml)
  2. extractionextracted with EtOAc
  3. washwashed with water (×2) and brine
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-94e307dbc8ac43c9b18d364ab901b7be
Source dataset
uspto-grants-2013_10
Patent number
US08563732B2

Reaction notes

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