Sodium borohydride → HCID 12811314, compound

HRID 543494Notes

Reaction equation

HRID 543494 reaction equation
[O:1]=[C:2]([C:22]1[CH:27]=[CH:26][C:25]2[O:28][CH2:29][O:30][C:24]=2[CH:23]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]([CH2:19][CH3:20])[C:11]2=[O:21])[CH2:6][CH2:5]1.[BH4-].[Na+]>CO>[OH:1][CH:2]([C:22]1[CH:27]=[CH:26][C:25]2[O:28][CH2:29][O:30][C:24]=2[CH:23]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[N:12]([CH2:19][CH3:20])[C:11]2=[O:21])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 12811313HCID 12811313, compound

Product 1

HCID 12811314HCID 12811314, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.25 g of the product obtained in Example 26 is dissolved in 50 ml of methanol. 300 mg of sodium borohydride is added thereto over 30 minutes at room temperature, and the mixture is stirred for one hour at the same temperature. Then, the same post-treatment as in Example 11 is conducted to obtain a crude product. Recrystallization thereof from ethanol yields 0.9 g of 1-[2-hydroxy-2-(3,4-methylenedioxyphenyl)-1-ethyl]-4-(3-ethyl-2-keto-1-benzimidazolinyl)-piperidine.

Workup

  1. customto obtain a crude product
  2. customRecrystallization

Sources & evidence

ORD record
ord-57680561cfce4719b3d6cb7c9e5988a3
Source dataset
uspto-grants-1984_05
Patent number
US04446141

Reaction notes

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