Chloromethyl ethyl ketone → 5-Ethyl-2,3-dimethyl-2,3-dihydro-1,4-dithiine

HRID 1973330Notes

Reaction equation

HRID 1973330 reaction equation
[CH3:1][CH:2]([SH:6])[CH:3]([SH:5])[CH3:4].Cl[CH2:8][C:9](=O)[CH2:10][CH3:11]>>[CH2:10]([C:9]1[S:5][CH:3]([CH3:4])[CH:2]([CH3:1])[S:6][CH:8]=1)[CH3:11]

Participants

3

Reactant 2

HCID 69219Chloromethyl ethyl ketoneHCID 5483532,3-Butanedithiol

Product 1

HCID 129200535-Ethyl-2,3-dimethyl-2,3-dihydro-1,4-dithiineYield 53%

Procedure

The procedure of Example 1(a) is followed using 2,3-butanedithiol and 1-chloro-2-butanone to give 2-ethyl-5,6-dihydro-5,6-dimethyl-1,4-dithiin as a colorless oil, b.p. 55°-58°/0.03-0.05 mm, yield 53%. NMR 1.08 (3t), 1.36 (6d), 2.18 (2q), 2.7-3.1 (2m), 5.78 (1s, broadened) (CDCl3). IR 3000 (shoulder), 2955, 1570, 1440, 1365, 1110, 825, 705.

Sources & evidence

ORD record
ord-50b70a2096534eeab9c8c385be24782a
Source dataset
uspto-grants-1976_12
Patent number
US03997323

Reaction notes

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