p-Toluenesulfonic acid → HCID 13203357, compound

HRID 2058801Notes

Reaction equation

HRID 2058801 reaction equation
[CH3:1][CH2:2][CH2:3][C:4](=O)[CH:5]([CH2:7][CH2:8][CH3:9])O.[CH2:11]([SH:15])[CH:12]([SH:14])[CH3:13].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH3:13][CH:12]1[CH2:11][S:15][C:4]([CH2:3][CH2:2][CH3:1])=[C:5]([CH2:7][CH2:8][CH3:9])[S:14]1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 612172,3-DimercaptopropaneHCID 2197945-Hydroxyoctan-4-one

Product 1

HCID 13203357HCID 13203357, compound

Procedure

The method of Example 4 was followed, using butyroin (12 g), propane-1,2-dithiol (9 g) and p-toluenesulfonic acid (0.5 g). 2,3-Dihydro-2-methyl-5,6-dipropyl-1,4-dithiin was obtained as a greenish liquid, boiling range 76°-85°/0.055 mm, yield 7.5 g (35%). NMR (CDCl3) 0.92 δ (triplet), 1.25-2.4 δ (complex overlapping doublet, multiplet, and quartet) 2.6-3.6 δ (complex multiplet).

Sources & evidence

ORD record
ord-8a4b7c6f306849a083010ce8bb896320
Source dataset
uspto-grants-1982_03
Patent number
US04319033

Reaction notes

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