Hydrochloric Acid → Isobutyl ether

HRID 358551

Reaction equation

HRID 358551 reaction equation
ClC1C=[C:4]([C:11](C)([CH3:28])[CH2:12][O:13][CH2:14][C:15]2[CH:20]=CC=C(OC3C=CC=CC=3)[CH:16]=2)C=CC=1OCC.[OH-].[K+].CN1CCN(C)C1=O.Cl>O>[CH3:4][CH:11]([CH3:28])[CH2:12][O:13][CH2:14][CH:15]([CH3:20])[CH3:16]

Participants

6

Conditions

Temperature
150 °C

Procedure

100 g of 3-phenoxybenzyl 2-(3-chloro-4-ethoxyphenyl)-2-methylpropyl ether and 25 g of 97% potassium hydroxide were added to 300 ml of 1,3-dimethyl-2-imidazolidinone (hereinafter referred to as DMI) and the mixture was stirred at 150° C. for 18 h. After cooling to room temperature, the mixture was poured into water and made acidic with a concentrated aqueous hydrochloric acid solution. After extraction with benzene, the benzene solution was washed with water and dried. Benzene was distilled off under reduced pressure and the obtained oily residue was purified according to a column chromatography (silica gel, developer: benzene) to obtain 45.6 g of 3-phenoxybenzyl 2- 3-chloro-4-hydroxyphenyl)-2-methylpropyl ether (m.p. 68° to 69° C.).

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionAfter extraction with benzene
  3. washthe benzene solution was washed with water
  4. customdried
  5. distillationBenzene was distilled off under reduced pressure
  6. customthe obtained oily residue was purified

Sources & evidence

ORD record
ord-f3040d35653549f6a77c75de485ebc8a
Source dataset
uspto-grants-1991_03
Patent number
US04997650

Linked notes

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