Water → 4-Methylthio-3-(trifluoromethyl)phenylboronic acid pinacol ester

HRID 1695116Notes

Reaction equation

HRID 1695116 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([B:9]([OH:11])[OH:10])=[CH:5][C:4]=1[C:12]([F:15])([F:14])[F:13].O[C:17]([C:20](O)([CH3:22])[CH3:21])([CH3:19])[CH3:18].C(OCC)C.O>O1CCOCC1>[CH3:18][C:17]1([CH3:19])[C:20]([CH3:22])([CH3:21])[O:11][B:9]([C:6]2[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[C:4]([C:12]([F:15])([F:13])[F:14])[CH:5]=2)[O:10]1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6425PinacolHCID 748911694-Methylthio-3-(trifluoromethyl)phenylboronic acid

Product 1

HCID 672773014-Methylthio-3-(trifluoromethyl)phenylboronic acid pinacol ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product of step b) (0.25 g) was heated in dioxan (2 ml) with pinacol (2 equiv) for 3 h. The solution was treated with diethyl ether and water. The organic layer was separated, washed with brine, dried (Na2SO4) and concentrated in vacuo. Yield 85 mg.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a26754da73c44fbabf73059111e15234
Source dataset
uspto-grants-2012_04
Patent number
US08163727B2

Reaction notes

Loading…