Water → HCID 14388500, compound

HRID 1939131Notes

Reaction equation

HRID 1939131 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH2:18]([O:20][CH:21]=[CH2:22])[CH3:19].[CH2:23]([O:25][CH2:26][CH3:27])[CH3:24].O>O1CCOCC1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[CH2:21]([O:20][CH:18]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH:23]([O:25][CH2:26][CH3:27])[CH3:24])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1)[CH3:19])[CH3:22]

Participants

7

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6623Bisphenol AHCID 8023Ethyl vinyl ether

Product 1

HCID 14388500HCID 14388500, compound

Reagents, catalysts & solvents 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)CatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 2,2-bis(4-hydroxyphenyl)propane (32.0 g, 0.14 mole) and vinyl ethyl ether (80.8 g, 1.12 mole) in 1,4-dioxane (130 ml), pyridinium p-toluenesulfonate (2.8 g) was added and reacted with stirring for 6 hours at 20°25° C. After reaction, ethyl ether (300 ml) and H2O (100 ml) were added to a reaction mixture, stirred for 30 min. at room temperature, and allowed to stand. The organic layer was washed thrice with H2O, dried over anhydrous MgSO4 and evaporated to give 50.8 g of 2,2-bis[4-(1-ethoxyethoxy)phenyl]propane as residual pale yellow oil.

Workup

  1. customreacted
  2. additionwere added to a reaction mixture
  3. stirringstirred for 30 min. at room temperature
  4. washThe organic layer was washed thrice with H2O
  5. dry with materialdried over anhydrous MgSO4
  6. customevaporated

Sources & evidence

ORD record
ord-2d18575336aa44c98fb510b2165ecf70
Source dataset
uspto-grants-1997_12
Patent number
US05695910

Reaction notes

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