Acetaldehyde → HCID 19883609, compound

HRID 846683Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([S:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=2)[CH:5]=[C:6]([C:8]([OH:13])([CH2:11][CH3:12])[CH2:9][OH:10])[CH:7]=1.[CH:25](=O)[CH3:26]>>[CH2:11]([C:8]1([C:6]2[CH:7]=[C:2]([F:1])[CH:3]=[C:4]([S:14][C:15]3[CH:24]=[CH:23][C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH:16]=3)[CH:5]=2)[CH2:9][O:10][CH:25]([CH3:26])[O:13]1)[CH3:12]

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 19883599HCID 19883599, compound

Product 1

HCID 19883609HCID 19883609, compoundYield 86%

Procedure

Using a similar procedure to that described in Example 4, (+)-2-[5-fluoro-3-(naphth-2-ylthio)phenyl]butane-1,2-diol was reacted with acetaldehyde. There was thus obtained as a 2:1 mixture of diastereoisomers (+)-4-ethyl-4-[5-fluoro-3-(naphth-2-ylthio)phenyl]-2-methyl-1,3-dioxolane in 86% yield as an oil.

Sources & evidence

ORD record: ord-8befcfb860574c008b0db409f0899cd8
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05137913

Reaction notes

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