Trifluoroacetic acid → 1-(3-((Tert-butyldimethylsilyl)oxy)propyl)-1-methylhydrazine 2,2,2-trifluoroacetate

HRID 240726Notes

Reaction equation

C(OC([NH:8][N:9]([CH2:11][CH2:12][CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH3:10])=O)(C)(C)C.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>ClCCl>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[C:18]([Si:15]([CH3:16])([CH3:17])[O:14][CH2:13][CH2:12][CH2:11][N:9]([CH3:10])[NH2:8])([CH3:21])([CH3:20])[CH3:19]

Participants

Conditions

Temperature: 0 °C

Procedure

N′-[3-(t-Butyl-dimethyl-silanyloxy)-propyl]-N′-methyl-hydrazinecarboxylic acid t-butyl ester (120 mg, 377 μmol) was at 0° C. combined with dichloromethane (2 mL) and trifluoroacetic acid (2 mL) to give a light yellow solution. The reaction mixture was stirred for 2 h at 0° C. and subsequently concentrated in vacuo to give the title compound as yellow oil, which was used without further purification in the next step.

Workup

customwas at 0° C.
customto give a light yellow solution
concentrationsubsequently concentrated in vacuo

Sources & evidence

ORD record: ord-ef25a6c26f5340ba87cf0ebfd96acc6d
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08648099B2

Reaction notes

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