Hydrochloric Acid → HCID 20321812, compound

HRID 839774Notes

Reaction equation

HRID 839774 reaction equation
[CH3:1][C:2]([C:7]1[CH:12]=[C:11]([CH:13](O)[CH3:14])[CH:10]=[C:9]([C:16]([CH3:21])([CH3:20])[CH2:17][CH2:18][CH3:19])[C:8]=1[OH:22])([CH3:6])[CH2:3][CH2:4][CH3:5].Cl>CCCCCC>[CH3:21][C:16]([C:9]1[CH:10]=[C:11]([CH:13]=[CH2:14])[CH:12]=[C:7]([C:2]([CH3:1])([CH3:6])[CH2:3][CH2:4][CH3:5])[C:8]=1[OH:22])([CH3:20])[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20321810HCID 20321810, compound

Product 1

HCID 20321812HCID 20321812, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A solution of 91.8 grams of 2,6-bis(1,1-dimethylbutyl)-4-(α-hydroxyethyl)phenol in 400 milliliters of hexane was stirred vigorously with 400 milliliters of concentrated HCl for 1 hour. The hexane layer was separated and the hexane was removed by distillation under aspirator vacuum. The residual 2,6-bis(1,1-dimethylbutyl)-4-(α-chloroethyl) phenol was dissolved in 150 milliliters of pyridine and the solution was heated under reflux for 1 hour. Pyridine was removed by distillation under aspirator vacuum. The residue was washed with water, then dried in a vacuum oven. The product, a viscous yellow liquid, weighed 26 grams.

Workup

  1. customThe hexane layer was separated
  2. customthe hexane was removed by distillation under aspirator vacuum
  3. dissolutionThe residual 2,6-bis(1,1-dimethylbutyl)-4-(α-chloroethyl) phenol was dissolved in 150 milliliters of pyridine
  4. temperaturethe solution was heated
  5. temperatureunder reflux for 1 hour
  6. customPyridine was removed by distillation under aspirator vacuum
  7. washThe residue was washed with water
  8. customdried in a vacuum oven

Sources & evidence

ORD record
ord-371c195ebf3c49d091425f57cbaff70d
Source dataset
uspto-grants-1978_06
Patent number
US04097464

Reaction notes

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