Benzene, [1-[(trimethylsilyl)oxy]ethenyl]- → 4-Hydroxy-3-(phenylpropylthio)-6-phenylpyran-2-one

HRID 2393981Notes

Reaction equation

HRID 2393981 reaction equation
[C:1]1([C:7]([O:9][Si](C)(C)C)=[CH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14]1([CH2:20][CH2:21][CH2:22][S:23][CH:24]([C:28](O)=[O:29])[C:25](O)=[O:26])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[OH:29][C:28]1[CH:8]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:9][C:25](=[O:26])[C:24]=1[S:23][CH2:22][CH2:21][CH2:20][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 117406Benzene, [1-[(trimethylsilyl)oxy]ethenyl]-HCID 19596088[(3-Phenylpropyl)thio]propanedioic acid

Product 1

HCID 546813064-Hydroxy-3-(phenylpropylthio)-6-phenylpyran-2-one

Procedure

The title compound was prepared by Method A using 1-Phenyl-1-(trimethylsilyloxy)ethylene (0.922 g, 4.83 mmol) and diethyl ester of [(3-phenylpropyl)thio]propanedioic acid (1.00 g, 3.22 mmol). m.p. 114°-116° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.74 (m, 2 H), 2.71 (in, 4 H), 6.82 (m, 1 H), 7.16 (m, 3 H), 7.25 (m, 2 H), 7.54 (m, 3 H), 7.81 (m, 2 H), 11.95 (bs, 1 H).

Sources & evidence

ORD record
ord-28e720d2558f448d839fe7bd39110919
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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