tert-Butyldimethylsilyl chloride → 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine

HRID 732661

Reaction equation

HRID 732661 reaction equation
C(N(C(C)C)CC)(C)C.[C:10]([Si:14]([CH3:17])([CH3:16])Cl)([CH3:13])([CH3:12])[CH3:11].[CH2:18]([N:25]1[CH2:29][CH2:28][CH:27]([CH2:30][OH:31])[CH2:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)(Cl)Cl>[CH2:18]([N:25]1[CH2:29][CH2:28][CH:27]([CH2:30][O:31][Si:14]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:17])[CH3:16])[CH2:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 28928tert-Butyldimethylsilyl chlorideHCID 81531DiisopropylethylamineHCID 5176654(1-Benzylpyrrolidin-3-yl)methanol

Product 1

HCID 199149271-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Diisopropylethylamine and tert-butyldimethyl-chlorosilane were added in that order to a chloroform solution of (1-benzylpyrrolidin-3-yl)methanol and stirred at room temperature for 5Hours. Thereafter, its work-up and purification were carried out in the standard method to obtain 1-benzyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl]pyrrolidine. EP: 306.

Workup

  1. customThereafter, its work-up and purification

Sources & evidence

ORD record
ord-22633246d1ab409e8e61f01d745b9caa
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Linked notes

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