Methanesulfonyl chloride → HCID 86747789, compound

HRID 1464780Notes

Reaction equation

CS(OCCC1C=CC=C(C2C=CSC=2)C=1)(=O)=O.[S:19]1[CH:23]=[CH:22][C:21]([C:24]2[CH:25]=[C:26]([CH:31]=[CH:32][CH:33]=2)[O:27][CH2:28][CH2:29]O)=[CH:20]1.CS(Cl)(=O)=O.[C:39]([O-:42])(=[S:41])[CH3:40].[K+]>C(OCC)(=O)C.CN(C)C=O.O.C(N(CC)CC)C>[C:39]([S:41][CH2:29][CH2:28][O:27][C:26]1[CH:31]=[CH:32][CH:33]=[C:24]([C:21]2[CH:22]=[CH:23][S:19][CH:20]=2)[CH:25]=1)(=[O:42])[CH3:40]

Participants

Conditions

Temperature: 80 °C

Procedure

2-[3-(3-thienyl)phenyl]ethyl methanesulfonate, [synthesized by reacting 100 mg of 2-[3-(3-thienyl)phenoxy]ethanol with 50 μl of methanesulfonyl chloride and 190 μl of triethylamine in 1 ml of ethyl acetate] was dissolved in 1.5 ml of dimethylformamide, and 68 mg of potassium thioacetate was added. The mixture was heated at 80° C. with stirring for 3 hours, and then water and ethyl acetate were added. The organic layer separated was worked up in a customary manner to give 111 mg of S-[2-[3-(3-thienyl)phenoxy]ethyl] thioacetate as a pale brown oil.

Workup

customThe organic layer separated

Sources & evidence

ORD record: ord-bfe78c6d7ab94afc813ac0e89a3f5f42
Source dataset: uspto-grants-1994_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05306728

Reaction notes

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