Water → (4-(2-Methoxy-2-oxoethyl)naphthalen-1-yl)diphenylsulfonium 1,1-difluoro-2-(methacryloyloxy)ethanesulfonate

HRID 625187Notes

Reaction equation

HRID 625187 reaction equation
[I-].[CH3:2][O:3][C:4](=[O:29])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([S+:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:8][CH:7]=1.[F:30][C:31]([F:43])([S:39]([O-:42])(=[O:41])=[O:40])[CH2:32][O:33][C:34](=[O:38])[C:35]([CH3:37])=[CH2:36].C([NH+](CC)CC)C.O>C(Cl)Cl>[F:43][C:31]([F:30])([S:39]([O-:42])(=[O:41])=[O:40])[CH2:32][O:33][C:34](=[O:38])[C:35]([CH3:37])=[CH2:36].[CH3:2][O:3][C:4](=[O:29])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([S+:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 86660800Triethylammonium 1,1-difluoro-2-(methacryloyloxy)ethanesulfonateHCID 131735207(4-(2-Methoxy-2-oxoethyl)naphthalen-1-yl)diphenylsulfonium iodide

Product 1

HCID 131735205(4-(2-Methoxy-2-oxoethyl)naphthalen-1-yl)diphenylsulfonium 1,1-difluoro-2-(methacryloyloxy)ethanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(4-(2-methoxy-2-oxoethyl)naphthalen-1-yl)diphenylsulfonium iodide (5 g, 9.76 mmol) and triethylammonium 1,1-difluoro-2-(methacryloyloxy)ethanesulfonate (3.40 g, 10.2 mmol) are dissolved in DCM (200 mL) and water (200 mL) and stirred at 25° C. overnight. The layers are separated, the organic layer washed with water (10×150 mL), and concentrated under reduced pressure to afford the title compound as a white solid.

Workup

  1. customThe layers are separated
  2. washthe organic layer washed with water (10×150 mL)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4d67e91675ef4e44ba3e9f0958a1ea82
Source dataset
uspto-grants-2016_04
Patent number
US09304394B2

Reaction notes

Loading…