Sodium borohydride → HCID 59178968, compound

HRID 2093471Notes

Reaction equation

HRID 2093471 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-9d4bb0b6039e40ebbad0941fb43e5a39
Source dataset
uspto-grants-2013_05
Patent number
US08445499B2

Reaction notes

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