Ethane, 2-bromo-1,1-diethoxy- → HCID 20364869, compound

HRID 1679012Notes

Reaction equation

HRID 1679012 reaction equation
[CH2:1]([O:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[CH:17](OCC)[CH2:18][Br:19])C>>[CH2:1]([O:8][CH:9]1[CH2:10][O:11][CH:17]([CH2:18][Br:19])[O:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 2035672-(Phenylmethoxy)-1,3-propanediol

Product 1

HCID 20364869HCID 20364869, compound

Procedure

By the method of Example 38, 2-benzyloxy-1,3-propanediol was reacted with bromoacetaldehyde diethyl acetal to yield 5-benzyloxy-2-bromomethyl-1,3-dioxane; b.p. 130°-133° C/10-4 mm Hg; nD25 1.5395. The nmr spectrum was consistent with the assigned structure and indicated the cis-isomer content was 30 ± 5%, the remainder being trans.

Sources & evidence

ORD record
ord-2b5d3ca3450c428586441aa6ecf89d1e
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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