Sodium borohydride → HCID 59178968, compound

HRID 1947671Notes

Reaction equation

HRID 1947671 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+]>CCO>[OH:2][CH2:1][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:10][CH2:11][CH:12]([CH:15]3[CH2:16][CH2:17][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:20]3)[CH2:13][CH2:14]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59178931HCID 59178931, compound

Product 1

HCID 59178968HCID 59178968, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of tert-Butyl 1′-(4-formylphenyl)-4,4′-bipiperidine-1-carboxylate (72 mg; 0.193 mmol) in EtOH (1 mL) was treated with NaBH4 (8 mg; 0.213 mmol). The solution was stirred at ambient temperature for 1 hr. The reaction was partitioned between iPrOAc and water. The organic was dried over magnesium sulfate, filtered and evaporated to afford the title compound.

Workup

  1. customThe reaction was partitioned between iPrOAc and water
  2. dry with materialThe organic was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-a34898a21b5249938d339f528d313f6e
Source dataset
uspto-grants-2013_03
Patent number
US08399485B2

Reaction notes

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