Water → HCID 12095193, compound

HRID 434201Notes

Reaction equation

HRID 434201 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]([C:13]1[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=1[O:21][CH3:22])O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C(#N)C.O1CCCC1>[CH3:20][O:19][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([O:21][CH3:22])[C:13]=1[CH2:11][C:4]1[C:5]([O:9][CH3:10])=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

6

Reactant 3

HCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 10979619HCID 10979619, compound

Product 1

HCID 12095193HCID 12095193, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of bis(2,6-dimethoxyphenyl)methanol (4.37 g, 0.014 mol) in acetonitrile (50 mL) and tetrahydrofuran (65 mL) was added p-toluenesulfonic acid monohydrate (2.73 g, 0.014 mol) at 0° C. The resulting solution was warmed to room temperature and stirred for 17 hours, after which water (60 mL) was added and the solvent removed under reduced pressure. The residue was extracted with diethyl ether and the combined extracts dried over anhydrous magnesium sulfate. Removal of the solvent in vacuo gave bis(2,6-dimethoxyphenyl)methane.

Workup

  1. customthe solvent removed under reduced pressure
  2. extractionThe residue was extracted with diethyl ether
  3. dry with materialthe combined extracts dried over anhydrous magnesium sulfate
  4. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-10a4360859a64d358c8c051262e56daa
Source dataset
uspto-grants-2003_12
Patent number
US06670512B2

Reaction notes

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