4-Hydroxyhexan-3-one → 5,6-Diethyl-2,3-dihydro-2-propoxymethyl-1,4-dithiin

HRID 2058805Notes

Reaction equation

HRID 2058805 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH:4]([CH2:6][CH3:7])O.[CH2:9]([O:12][CH2:13][CH:14]([SH:17])[CH2:15][SH:16])[CH2:10][CH3:11]>>[CH2:2]([C:3]1[S:16][CH2:15][CH:14]([CH2:13][O:12][CH2:9][CH2:10][CH3:11])[S:17][C:4]=1[CH2:6][CH3:7])[CH3:1]

Participants

3

Reactant 2

HCID 956094-Hydroxyhexan-3-oneHCID 205496123-Propoxypropane-1,2-dithiol

Product 1

HCID 132033635,6-Diethyl-2,3-dihydro-2-propoxymethyl-1,4-dithiinYield 42%

Procedure

The method of Example 4 was followed, using propioin (4-hydroxy-3-hexanone) (11.6 g) and 3-propoxypropane-1,2-dithiol (16.6 g) to give 5,6-diethyl-2,3-dihydro-2-propoxymethyl-1,4-dithiin as a greenish oil, b.p. 110°-111.5°/0.2 mm, yield 42%. N.M.R. (CDCl3) 0.8-1.25 δ triplets), 1.6-1.95 δ (complex overlapping signals), 2.75-3.65 δ (complex overlapping signals).

Sources & evidence

ORD record
ord-92910158fced411a82add3103d5a7ad4
Source dataset
uspto-grants-1982_03
Patent number
US04319033

Reaction notes

Loading…