Hydrochloric Acid → HCID 19000185, compound

HRID 2260173Notes

Reaction equation

HRID 2260173 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16](=[O:24])[CH2:17][C:18](O)([CH2:21][CH3:22])[CH2:19][CH3:20])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[ClH:25]>C(OCC)C>[C:1]([C:5]1[CH:6]=[C:7]([C:16](=[O:24])[CH2:17][C:18]([Cl:25])([CH2:21][CH3:22])[CH2:19][CH3:20])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19000188HCID 19000188, compound

Product 1

HCID 19000185HCID 19000185, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-3-hydroxy-3-ethyl-pentan-1-one (prepared by method analogous to that of Example 1) (1.6 g) is dissolved in dry 1N hydrogen chloride solution in ethyl ether (50 mL) and the mixture is stirred at ambient temperature for 10 hours. The solution is washed three times with water, dried over anhydrous sodium sulfate and the solvent is removed under reduced pressure. The crude product is crystallized twice from petroleum ether to give 1-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-chloro-3-ethyl-pentan-1-one as white solid, mp 72° C.

Workup

  1. washThe solution is washed three times with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent is removed under reduced pressure
  4. customThe crude product is crystallized twice from petroleum ether

Sources & evidence

ORD record
ord-1603674cac0a42c4977747c7f0ebdc8d
Source dataset
uspto-grants-1995_12
Patent number
US05476876

Reaction notes

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