Triethylamine → HCID 17825642, compound

HRID 1297022Notes

Reaction equation

HRID 1297022 reaction equation
[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH2:25]=[C:26]1[O:30][C:28](=[O:29])[CH2:27]1.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[C:28]([O:11][CH2:10][CH2:9][CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:29])[CH2:27][C:26]([CH3:25])=[O:30]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 12661DiketeneHCID 925194,4-Diphenylbutan-1-olHCID 516892Sodium Bicarbonate

Product 1

HCID 17825642HCID 17825642, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

825 mg (3.65 mmol) of 4,4-diphenylbutane-1-ol, 0.1 ml (0.72 mmol) of triethylamine and 0.40 ml (5.19 mmol) of diketene were stirred in 30 ml of toluene under heating at 80° C. for 4 hours. After the addition of saturated aqueous sodium hydrogencarbonate solution at room temperature followed by the extraction with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound.

Workup

  1. extractionfollowed by the extraction with ethyl acetate
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ecb2945991594d4cba4ad51c3272b736
Source dataset
uspto-grants-2007_07
Patent number
US07247645B2

Reaction notes

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