2-(Phenylmethoxy)-1,3-propanediol → 5-Benzyloxy-2-(3-chlorophenoxymethyl)-1,3-dioxane

HRID 1679018Notes

Reaction equation

HRID 1679018 reaction equation
[CH2:1]([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)C.[CH2:17]([O:24]C(CO)CO)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([O:24][CH:16]1[CH2:1][O:3][CH:4]([CH2:5][O:6][C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=2)[O:14][CH2:15]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 2035672-(Phenylmethoxy)-1,3-propanediolHCID 126617961-Chloro-3-(2,2-diethoxyethoxy)benzene

Product 1

HCID 203650125-Benzyloxy-2-(3-chlorophenoxymethyl)-1,3-dioxane

Procedure

Using the procedure of Example 47, (3-chlorophenoxy)acetaldehyde diethyl acetal and 2-benzyloxy-1,3-propanediol were reacted to give 5-benzyloxy-2-(3-chlorophenoxymethyl)-1,3-dioxane, nD25 1.5587. The ir spectrum was consistent with the assigned structure. The nmr spectrum indicated 40% cis isomer and 60% trans isomer.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-6fd987861c4740498dc06d37b72401ac
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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