3-Chloro-2-butanone → 2,3-Dimethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiine

Reaction equation

[CH:1]1([SH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[SH:7].Cl[CH:10]([CH3:14])[C:11](=O)[CH3:12]>>[CH3:14][C:10]1[S:8][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]2[S:7][C:11]=1[CH3:12]

Participants

Reactant 2

HCID 200263-Chloro-2-butanone

HCID 5242646HCID 5242646, compound

Product 1

HCID 129200652,3-Dimethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiineYield 78%

Procedure

The procedure of Example 1(a) was followed using 1,2-cyclohexanedithiol and 3-chloro-2-butanone to give 4a,5,6,7,8,8a-hexahydro-2,3-dimethyl-1,4-benzodithiin as a colorless oil, bp 100°-102°/0.2 mm. Yield 78%. NMR 1.07-2.2 (8m), 1.85 (6s), 2.9-3.2 (2m). IR 2924, 2850, 1615, 1440, 1335, 1275, 1180, 985.

Sources & evidence

ORD record: ord-aa5824afd805485f90ba53a4881d048e
Source dataset: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04276422

Reaction notes

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