Tetrahydrothiopyran-4-one → ethyl 2-ethyl-5-(4-hydroxytetrahydro-2H-thiopyran-4-yl)thiophene-3-carboxylate

HRID 1877011Notes

Reaction equation

HRID 1877011 reaction equation
Br[C:2]1[S:6][C:5]([CH2:7][CH3:8])=[C:4]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:3]=1.[S:14]1[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]1>>[CH2:7]([C:5]1[S:6][C:2]([C:17]2([OH:20])[CH2:18][CH2:19][S:14][CH2:15][CH2:16]2)=[CH:3][C:4]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH3:8]

Participants

3

Reactant 2

HCID 66173Tetrahydrothiopyran-4-oneHCID 68515411Ethyl 5-bromo-2-ethylthiophene-3-carboxylate

Product 1

HCID 68512008ethyl 2-ethyl-5-(4-hydroxytetrahydro-2H-thiopyran-4-yl)thiophene-3-carboxylateYield 73%

Procedure

An operation similar to that in Example 73 (1) was performed using ethyl 5-bromo-2-ethylthiophene-3-carboxylate (5.00 g) synthesized in Example 69 (4) and tetrahydro-4H-thiopyran-4-one (6.62 g) to give the title compound (4.16 g, 73%).

Sources & evidence

ORD record
ord-3b06dd67e304426fb89522f43681b822
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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