Sodium borohydride → HCID 57916304, compound

HRID 1881702Notes

Reaction equation

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

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 57916294HCID 57916294, compound

Product 1

HCID 57916304HCID 57916304, compoundYield 70%

Procedure

Using NaBH4 reduction conditions, tert-butyl 4-(2-oxoethoxy)-4-(pyridin-3-yl)piperidine-1-carboxylate (2 g, 6.3 mmol) was reduced to give tert-butyl 4-(2-hydroxyethoxy)-4-(pyridin-3-yl)piperidine-1-carboxylate. The crude product was filtered over silica gel. Yield: 70%.

Sources & evidence

ORD record: ord-425dd4fc43e84f4898ad96ac60f0464d
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08318769B2

Reaction notes

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