Cesium carbonate → 1319255-41-8

HRID 589156Notes

Reaction equation

HRID 589156 reaction equation
C([O-])([O-])=O.[Cs+].[Cs+].[F:7][CH2:8]Br.[CH3:10][C:11]1([CH3:25])[C:15]([CH3:17])([CH3:16])[O:14][B:13]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[O:12]1>CC#N>[F:7][CH2:8][O:24][C:21]1[CH:20]=[CH:19][C:18]([B:13]2[O:14][C:15]([CH3:17])([CH3:16])[C:11]([CH3:25])([CH3:10])[O:12]2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 61108BromofluoromethaneHCID 27346244-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Product 1

HCID 672949401319255-41-8

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Cs2CO3 (651.6 mg, 2.0 mmol) and then FCH2Br (446.6 mg, 4.0 mmol) were added to a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (220 mg, 1.0 mmol)) in CH3CN (10 ml). After stirring at room temperature overnight, the mixture was filtered and concentrated. Purification by column chromatography afforded 2-(4-(fluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane: LCMS tR=1.39 Min (5 min run, UV254nm). Mass calculated for, M+ 252.1, observed LC/MS m/z 253.1 (M+H).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated
  3. customPurification by column chromatography

Sources & evidence

ORD record
ord-15523f69464544838f1282c03a1934d2
Source dataset
uspto-grants-2016_01
Patent number
US09227971B2

Reaction notes

Loading…