Trifluoroacetic acid → 2-Hydrazinyl-2-methylpropan-1-ol

HRID 12914Notes

Reaction equation

HRID 12914 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([NH:15][NH:16][C:17]([CH3:21])([CH3:20])[CH2:18][OH:19])=O)(C)(C)C>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:16]([C:17]([CH3:21])([CH3:20])[CH2:18][OH:19])[NH2:15].[NH:16]([C:17]([CH3:21])([CH3:20])[CH2:18][OH:19])[NH2:15]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54541694Tert-butyl 2-(1-hydroxy-2-methylpropan-2-yl)hydrazine-1-carboxylate

Product 2

HCID 571209082-Hydrazinyl-2-methylpropan-1-olHCID 866153042-Hydrazino-2-methyl-propan-1-ol trifluoro-acetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (4 mL) was added to a solution of N′-(2-hydroxy-1,1-dimethyl-ethyl)-hydrazinecarboxylic acid tert-butyl ester (490 mg, 2.4 mmol) in dichloromethane (4 mL). The mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated in vacuo to give the trifluoroacetic acid salt of 2-hydrazino-2-methyl-propan-1-ol (520 mg, quantitative) which was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-bdd69f3b39f54f018881a4e5ad070709
Source dataset
uspto-grants-2010_06
Patent number
US07728029B2

Reaction notes

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