Hydrochloric Acid → 1-(Chloromethyl)-4-Ethoxybenzene

HRID 247243

Reaction equation

HRID 247243 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8]O)=[CH:6][CH:5]=1)[CH3:2].[ClH:12]>>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][Cl:12])=[CH:6][CH:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 803454-Ethoxybenzyl alcohol

Product 1

HCID 20639711-(Chloromethyl)-4-Ethoxybenzene

Procedure

4-Ethoxybenzyl alcohol (5 g) and concentrated hydrochloric acid (8.5 cm3) were vigorously stirred together for 30 minutes. The 2 phases were then allowed to separate, and the lower layer separated off, and diluted with chloroform. The organic solution was dried over anhydrous magnesium sulphate, and removal of the solvent by evaporation gave 4-ethoxybenzyl chloride (5.6 g). (This product is not stable on keeping, so was converted immediately to the phosphonium salt--see Example 12).

Workup

  1. customto separate
  2. customthe lower layer separated off
  3. additiondiluted with chloroform
  4. dry with materialThe organic solution was dried over anhydrous magnesium sulphate, and removal of the solvent by evaporation

Sources & evidence

ORD record
ord-382b06ac20c74a1b8108fdcbcd7ddda9
Source dataset
uspto-grants-1987_11
Patent number
US04705900

Linked notes

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