Hydrochloric Acid → 2-(Isobutylamino)benzyl chloride hydrochloride

HRID 1030798Notes

Reaction equation

HRID 1030798 reaction equation
[CH2:1]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[CH2:8]O)[CH:2]([CH3:4])[CH3:3].[ClH:14]>>[ClH:14].[CH2:1]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[CH2:8][Cl:14])[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 10130218Benzenemethanol, 2-[(2-methylpropyl)amino]-

Product 1

HCID 148394362-(Isobutylamino)benzyl chloride hydrochlorideYield 68%

Conditions

Temperature
100 °C

Procedure

In 190 ml of conc. hydrochloric acid was dissolved 19.1 g of 2-(isobutylamino)benzyl alcohol, and the solution was heated in a sealed tube at 100° C. for 40 min. The reaction mixture was stirred for 30 min. under chilling with ice and the precipitated crystals were collected by filtration. The collected crystals were washed successively with hydrochloric acid and acetone and dried to give 16.9 g (yield: 68%) of 2-(isobutylamino)benzyl chloride hydrochloride as a white crystalline product.

Workup

  1. temperatureunder chilling with ice
  2. filtrationthe precipitated crystals were collected by filtration
  3. washThe collected crystals were washed successively with hydrochloric acid and acetone
  4. customdried

Sources & evidence

ORD record
ord-d7d07fa9f7ad4a61a7f7e61ebfa84079
Source dataset
uspto-grants-1992_04
Patent number
US05106976

Reaction notes

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