Dihydro-2H-thiopyran-3(4H)-one → tert-Butyl 2-[4-(3-oxothian-2-ylidenemethyl)phenyl]propionate

Reaction equation

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

Participants

Reactant 2

HCID 140474Dihydro-2H-thiopyran-3(4H)-one

HCID 86639388Tert-butyl 2-(4-formylphenyl)propionate

Product 1

HCID 86639389tert-Butyl 2-[4-(3-oxothian-2-ylidenemethyl)phenyl]propionateYield 30%

Procedure

By using tert-butyl 2-(4-formylphenyl)propionate (500 mg) and 3-oxothiane (500 mg), the title compound (210 mg, 30%) was obtained in the same manner as that of Example 1.

Sources & evidence

ORD record: ord-7eed7bd441db403c81cc20d9a2b1dd00
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148421B2

Reaction notes

Loading…