Benzyl Chloride → HCID 70593247, compound

HRID 1706303Notes

Reaction equation

HRID 1706303 reaction equation
[CH2:1]([C@H:3]1[C@@H:8]([OH:9])[CH2:7][O:6][CH2:5][O:4]1)[CH3:2].[CH2:10](Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C[O-].[Na+].C1(C)C=CC=CC=1>[CH2:10]([O:9][C@H:8]1[CH2:7][O:6][CH2:5][O:4][C@H:3]1[CH2:1][CH3:2])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 7503Benzyl ChlorideHCID 70594923HCID 70594923, compound

Product 1

HCID 70593247HCID 70593247, compoundYield 63.6%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 10942334Sodium MethoxideSolvent

Procedure

The procedure of Example XVIII was followed using 4.5 g of cis-4-ethyl-5-hydroxy-1,3-dioxane and 8.1 g of a methanolic solution 25% in sodium methylate, and 4.3 g of benzyl chloride in 180 ml of dry toluene. The reaction product was distilled under reduced pressure to give in free fractions 4.8 g of cis-5-benzyloxy-4-ethyl-1,3-dioxane; bp 96°-100°/0.01 mm; ir and nmr spectra were consistent with the assigned structure.

Workup

  1. distillationThe reaction product was distilled under reduced pressure

Sources & evidence

ORD record
ord-562f3b6924ec4a49972a9e53dccaf5a0
Source dataset
uspto-grants-1980_06
Patent number
US04207088

Reaction notes

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