Sodium hydride → HCID 69313202, compound

HRID 901977Notes

Reaction equation

HRID 901977 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:5][CH2:4]1.[H-].[Na+].Br[CH2:22][CH2:23][O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]>>[Si:25]([O:24][CH2:23][CH2:22][O:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:10])[CH2:5][CH2:4]1)([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 736490Benzyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 3608067(2-Bromoethoxy)-tert-butyldimethylsilane

Product 1

HCID 69313202HCID 69313202, compoundYield 3%

Procedure

The reaction was carried out in the similar procedure to Example 75a using 5.00 g (20.1 mmol) of benzyl 4-(hydroxymethyl)piperidine-1-carboxylate, 0.88 g (20.1 mmol) of sodium hydride (55% or more, oily) and 5.28 g (22.1 mmol) of (2-bromoethoxy)-tert-butyldimethylsilane to obtain 237 mg (yield: 3%) of the title compound as a brown oil.

Sources & evidence

ORD record
ord-3c7524dd4b0b410190eb17c8c1970158
Source dataset
uspto-grants-2008_04
Patent number
US07365067B2

Reaction notes

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