Water → 2-Ethyl-1,3,2-oxathiaphosphepane 2-sulphide

HRID 2309364

Reaction equation

[CH2:1]([P:3](Cl)(Cl)=[S:4])[CH3:2].[SH:7]C(C)CCO.C(N(CC)CC)C.[OH2:20].[C:21]1(C)C=C[CH:24]=[CH:23][CH:22]=1>O1CCCC1>[CH2:1]([P:3]1(=[S:4])[S:7][CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

16.3 g (0.1 mol) of ethanethiophosphonic dichloride in 1 l of toluene are initially introduced, and a mixture of 11 g (0.1 mol) of 3-mercaptobutan-1-ol and 22 g (0.22 mol) of triethylamine in 100 ml of tetrahydrofuran is slowly added dropwise at 20° C. The mixture is heated at 80° C. for 2 days, and 200 ml of toluene and 200 ml of water are then added to the reaction mixture. The organic phase is separated off, washed with water and dried, and the solvent is distilled off, first under a vacuum from a waterpump and then under a high vacuum. 11.5 g (59 % of theory) of 2-ethyl-1,3,2-oxathiaphosphepane 2-sulphide having a refractive index nD20 =1.5761 are obtained.

Workup

additionis slowly added dropwise at 20° C
customThe organic phase is separated off
washwashed with water
customdried
distillationthe solvent is distilled off, first under a vacuum from a waterpump

Sources & evidence

ORD record: ord-af85d24e43d14ffea4997d3637857b2d
Source dataset: uspto-grants-1987_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04695563

Linked notes

Loading…