Water → HCID 12095195, compound

HRID 434203Notes

Reaction equation

HRID 434203 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:33]1[C:38]([O:39][CH3:40])=[CH:37][CH:36]=[CH:35][C:34]=1[O:41][CH3:42])[CH:12]([C:23]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:24]=1[O:31][CH3:32])[C:13]1[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=1[O:21][CH3:22].O>ClCCl>[CH3:40][O:39][C:38]1[CH:37]=[CH:36][CH:35]=[C:34]([O:41][CH3:42])[C:33]=1[C:11]([C:4]1[C:5]([O:9][CH3:10])=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[C:12]([C:23]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:24]=1[O:31][CH3:32])[C:13]1[C:14]([O:21][CH3:22])=[CH:15][CH:16]=[CH:17][C:18]=1[O:19][CH3:20]

Participants

4

Reactant 2

HCID 962WaterHCID 12095194HCID 12095194, compound

Product 1

HCID 12095195HCID 12095195, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of commercial triphenylmethylhexafluorophosphate (0.69 g, 1.8 mmol) in dichloromethane at room temperature was added a rotational isomer of 1,1,2,2-tetrakis(2′,6′-dimethoxyphenyl)ethane (0.90 g, 1.5 mmol). After stirring for 18 hours, water (10 mL) was added and the resulting mixture was extracted with dichloromethane and dried over anhydrous magnesium sulfate. Filtration and removal of the solvent gave tetrakis(2,6-dimethoxyphenyl)ethylene after washing with diethyl ether. {Note: Only one of the rotational isomers gives (5) upon treatment with trityl cation.}

Workup

  1. extractionthe resulting mixture was extracted with dichloromethane
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationFiltration and removal of the solvent

Sources & evidence

ORD record
ord-f049761c78d447688d7fac3965601760
Source dataset
uspto-grants-2003_12
Patent number
US06670512B2

Reaction notes

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