Potassium Carbonate → HCID 67199583, compound

HRID 39027Notes

Reaction equation

HRID 39027 reaction equation
Br[C:2]1[CH:3]=[C:4]([Cl:14])[C:5]2[O:10][CH2:9][CH:8]([CH2:11][OH:12])[O:7][C:6]=2[CH:13]=1.[CH3:15][S:16]([O-:18])=[O:17].[Na+].N1CCC[C@H]1C(O)=O.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.[Cu]I>[Cl:14][C:4]1[C:5]2[O:10][CH2:9][C@H:8]([CH2:11][OH:12])[O:7][C:6]=2[CH:13]=[C:2]([S:16]([CH3:15])(=[O:18])=[O:17])[CH:3]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 145742L-ProlineHCID 2733271Sodium methanesulfinateHCID 66878380(7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

Product 1

HCID 67199583HCID 67199583, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 679Dimethyl SulfoxideSolvent

Procedure

Preparation according to Preparation 9 using (7-bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol (1.07 g, 3.8 mmol), sodium methanesulfinate (85%) (0.6 g, 5.7 mmol), CuI (0.07 g, 0.4 mmol), L-proline (0.09 g, 0.8 mmol) and K2CO3 (0.04 g, 0.8 mmol) in DMSO (10 ml). Yield (0.33 g). MS m/z (rel. intensity, 70 eV) 280 (38), 278 (M+, bp), 247 (35), 207 (18), 57 (18).

Workup

  1. customPreparation
  2. customYield (0.33 g)

Sources & evidence

ORD record
ord-0ece50623a5445479e4fa7e301468022
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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