Triethylamine → HCID 53683012, compound

HRID 890145Notes

Reaction equation

HRID 890145 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[CH:8][CH2:9][OH:10])=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH2:18]=[C:19]1[O:23][C:21](=[O:22])[CH2:20]1.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[C:21]([O:10][CH2:9][CH:8]=[CH:7][C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)(=[O:22])[CH2:20][C:19]([CH3:18])=[O:23]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 12661DiketeneHCID 516892Sodium BicarbonateHCID 53938024HCID 53938024, compound

Product 1

HCID 53683012HCID 53683012, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

495 mg (3.66 mmol)f 3-(pyridine-4-yl)-2-propene-1-ol, 0.61 ml (4.38 mmol) of triethylamine and 0.35 ml (4.54 mmol) of diketene were heated to 70° C. under stirring in 20 ml of toluene for 2 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture at room temperature. After the extraction with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain the title compound.

Workup

  1. extractionAfter 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-81b5b157e68b4b328cf35e0ca6a34de0
Source dataset
uspto-grants-2006_02
Patent number
US06995179B2

Reaction notes

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