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

HRID 127954Notes

Reaction equation

HRID 127954 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)oxirane

Product 1

HCID 234710203-(Tert-butylamino)-1,1,1-trichloropropan-2-olYield 72.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 200 grams of stirred methanol were added 48.4 grams of 2-(trichloromethyl)oxirane and 21.9 grams of 1,1-dimethylethylamine at equimolar rates, dropwise, at 20° C. during 30 minutes. After stirring 16 hours at ambient temperature, the solvent was removed under reduced pressure of 100 mm. Hg and the white residue recrystallized from 300 grams of hexane to yield 50.7 grams of 3-(1,1-dimethylethylamino)-1,1,1-trichloro-2-propanol melting 100.5°-102° C.

Workup

  1. customthe solvent was removed under reduced pressure of 100 mm. Hg
  2. customthe white residue recrystallized from 300 grams of hexane

Sources & evidence

ORD record
ord-abce70cd627548e98e4e04767898be10
Source dataset
uspto-grants-1981_03
Patent number
US04258060

Reaction notes

Loading…