2-Chloro-1,1-diethoxyethane → HCID 20364990, compound

HRID 1679015Notes

Reaction equation

HRID 1679015 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][O:5][C:6]([CH3:11])([CH2:9][OH:10])[CH2:7][OH:8].C(O[CH:19](OCC)[CH2:20][Cl:21])C>>[Cl:21][CH2:20][CH:19]1[O:10][CH2:9][C:6]([O:5][CH2:4][C:3]2[CH:12]=[CH:13][CH:14]=[CH:15][C:2]=2[Cl:1])([CH3:11])[CH2:7][O:8]1

Participants

3

Reactant 2

HCID 121282-Chloro-1,1-diethoxyethaneHCID 20364935HCID 20364935, compound

Product 1

HCID 20364990HCID 20364990, compound

Procedure

By the method of Example 39, 2-(2-chlorobenzyloxy)-2-methyl-1,3-propanediol was reacted with chloroacetaldehyde diethyl acetal to yield a mixture of isomers which were separated by column chromatography. The cis-isomer was a solid, m.p. 53°-54° C. The trans-isomer was a liquid, b.p. 104°-107° C/0.02 mm Hg; nD25 1.5280.

Workup

  1. customto yield
  2. additiona mixture of isomers which
  3. customwere separated by column chromatography

Sources & evidence

ORD record
ord-3f58a31af852401581e79e2dc90990c1
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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