Hydrochloric Acid → HCID 12248299, compound

HRID 1518952Notes

Reaction equation

HRID 1518952 reaction equation
[ClH:1].[C:2]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3]>>[ClH:1].[C:2]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 198784-tert-Butylpyridine

Product 1

HCID 12248299HCID 12248299, compoundYield 104.7%

Conditions

Temperature
22 °C

Procedure

Add a solution of hydrogen chloride (4M in dioxane, 794.36 mmol, 198.59 mL) to 4-tert-butylpyridine (100 mL, 662 mmol) at 22° C. over 30 minutes. The internal temperature rises to 32° C.; control the exotherm with an ice-water bath and the by adjusting rate of the addition. Stir the mixture at 22° C. for one hour and concentrate. Wash the walls of the flask with EtOH. Dry the resulting solid under vacuum (1 mbar, 23-40° C.) to give the title compound as a white solid (119 g, 99%). MS (m/z): 136 (M-HCl+1).

Workup

  1. customrises to 32° C.
  2. customcontrol the exotherm with an ice-water bath and the by adjusting
  3. additionrate of the addition
  4. concentrationconcentrate
  5. washWash the walls of the flask with EtOH
  6. customDry the resulting solid under vacuum (1 mbar, 23-40° C.)

Sources & evidence

ORD record
ord-82d522197c6348e1aa34d8143bd5d96d
Source dataset
uspto-grants-2015_07
Patent number
US09073856B2

Reaction notes

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