alpha-Chloro-o-xylene → HCID 20364913, compound

HRID 1679002Notes

Reaction equation

HRID 1679002 reaction equation
[OH:1][CH:2]1[CH2:7][O:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[O:4][CH2:3]1.[CH3:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18]Cl>>[CH3:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][O:1][CH:2]1[CH2:7][O:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[O:4][CH2:3]1

Participants

3

Reactant 2

HCID 11093alpha-Chloro-o-xyleneHCID 20364920HCID 20364920, compound

Product 1

HCID 20364913HCID 20364913, compoundYield 39.2%

Procedure

Using the procedure of Example 9, 5-hydroxy-2-(3-chlorophenyl)-1,3-dioxane (21.5 g, 0.1 mole) was reacted with 2-methylbenzyl chloride (14.0 g, 0.1 mole) to give a heavy oil, which on distillation under 1 × 10-4 mm pressure gave 12.5 g of product which distilled at a pot temperature of 160°-170° C. Analysis by nmr indicated this product to contain 18% cis-5-(2-methylbenzyloxy)-2-(3-chlorophenyl)-1,3-dioxane.

Workup

  1. customto give a heavy oil, which
  2. distillationon distillation under 1 × 10-4 mm pressure

Sources & evidence

ORD record
ord-fad9609523754ded937b888895fe9d40
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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