Tetrahydro-2H-thiopyran-4-ol → HCID 140352854, compound

HRID 1194948Notes

Reaction equation

HRID 1194948 reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[S:12]1[CH2:17][CH2:16][CH:15](O)[CH2:14][CH2:13]1>>[S:12]1[CH2:17][CH2:16][CH:15]([O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 576296Tetrahydro-2H-thiopyran-4-olHCID 178472876HCID 178472876, compound

Product 1

HCID 140352854HCID 140352854, compoundYield 20%

Procedure

Ethyl (Z)-2-hydroxyimino-3-oxobutyrate (5.72 g) was reacted with tetrahydro-4H-thiopyran-4-ol as described in Example 4a. method 3 to give the title compound (1.82 g, 20%) as colourless liquid, νmax (film) 2930, 1740, and 1690 cm-1, δH (CDCl3) 1.35 (3H, t), 2.06 (2H,m), 2.21 (2H, m) 2.40 (3H, s), 2.57 (2H, m), 2.82 (2H, m), and 4.37 (3H, q+m), δc (CDCl3) 14.2, 25.2, 25.3 (2C), 32.1 (2C), 62.0, 81.9, 150.5, 161.2 and 192.7. [Mass spectrum, MH+ (260)].

Sources & evidence

ORD record
ord-3f602cd03a7c43ac8ae89126de9ebfa2
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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