Trifluoromethanesulfonic anhydride → 3-(2-Oxotetrahydrofuran-3-ylthio)propyl trifluoromethanesulfonate

HRID 1987821Notes

Reaction equation

S([O:8][S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])(C(F)(F)F)(=O)=O.C(C1C=CC=C(C(C)(C)C)N=1)(C)(C)C.O[CH2:31][CH2:32][CH2:33][S:34][CH:35]1[CH2:39][CH2:38][O:37][C:36]1=[O:40]>C(Cl)Cl>[F:15][C:12]([F:13])([F:14])[S:9]([O:8][CH2:31][CH2:32][CH2:33][S:34][CH:35]1[CH2:39][CH2:38][O:37][C:36]1=[O:40])(=[O:10])=[O:11]

Participants

Conditions

Temperature: 0 °C

Procedure

Triflic anhydride (0.544 ml, 3.23 mmol) was added to a pre-cooled (0° C.) solution of 2,6-di-tert-butylpyridine (1.61 ml, 7.15 mmol) in methylene chloride (16 mL). A solution of 3-(3-hydroxypropylthio)-dihydrofuran-2(3H)-one (0.600 g, 3.41 mmol) dissolved in methylene chloride (2.5 mL) was added dropwise. The reaction was stirred at 0° C. for 15 minutes. The product was utilized in the subsequent step without isolation.

Workup

additionwas added dropwise

Sources & evidence

ORD record: ord-cf9bb120347942699a197011e4357ec8
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07553842B2

Reaction notes

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