Tert-Butylamine → 3-(Tert-butylamino)-1,1,1-trichloropropan-2-ol

HRID 127950Notes

Reaction equation

HRID 127950 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[CH:3]1[CH2:5][O:4]1.[CH3:8][C:9]([NH2:12])([CH3:11])[CH3:10]>CO>[CH3:8][C:9]([NH:12][CH2:5][CH:3]([OH:4])[C:2]([Cl:7])([Cl:6])[Cl:1])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 183212-(Trichloromethyl)oxirane2×

Product 1

HCID 234710203-(Tert-butylamino)-1,1,1-trichloropropan-2-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The preparation of 2-(trichloromethyl)oxirane is reported by H. Gilman and R. K. Abbott, Jr., J. Org. Chem. 8, 224 (1943). 2-(Trichloromethyl)oxirane can be reacted with 1,1-dimethylethylamine at about -30° to +50° C. in a solvent such as methanol to produce 3-(1,1-dimethylethylamino)-1,1,1-trichloro-2-propanol.

Sources & evidence

ORD record
ord-8cc396f842784a20afa911fa3eaabb29
Source dataset
uspto-grants-1981_03
Patent number
US04258060

Reaction notes

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