4-Hydroxyhexan-3-one → 2-Decyl-5,6-diethyl-2,3-dihydro-1,4-dithiin

HRID 2058806Notes

Reaction equation

HRID 2058806 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH:4]([CH2:6][CH3:7])O.[CH2:9]([SH:22])[CH:10]([SH:21])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>>[CH2:11]([CH:10]1[CH2:9][S:22][C:4]([CH2:6][CH3:7])=[C:3]([CH2:2][CH3:1])[S:21]1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 956094-Hydroxyhexan-3-oneHCID 15185454Dodecane-1,2-dithiol

Product 1

HCID 132033642-Decyl-5,6-diethyl-2,3-dihydro-1,4-dithiinYield 58%

Procedure

The method of Example 4 was followed using propioin (4-hydroxy-3-hexanone) (8.2 g) and dodecane-1,2-dithiol (15.1 g) to give 2-decyl-5,6-diethyl-2,3-dihydro-1,4-dithiin as an undistillable oil, yield 58%. NMR, (CDCl3) 0.8-1.28 δ (overlapping triplets), 1.38 δ (broadened singlet), 2.05-2.41 δ (quartet), 2.7-3.38 (multiplet).

Sources & evidence

ORD record
ord-c538a5fca8484f77b6079adb4c69774e
Source dataset
uspto-grants-1982_03
Patent number
US04319033

Reaction notes

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