Triethylamine → HCID 54311727, compound

HRID 890146Notes

Reaction equation

HRID 890146 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[CH:7][CH2:8][OH:9].C(N(CC)CC)C.[CH2:17]=[C:18]1[O:22][C:20](=[O:21])[CH2:19]1.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[C:20]([O:9][CH2:8][CH:7]=[CH:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:21])[CH2:19][C:18]([CH3:17])=[O:22]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 12661DiketeneHCID 308194HCID 308194, compoundHCID 516892Sodium Bicarbonate

Product 1

HCID 54311727HCID 54311727, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.50 g (10.7 mmol) of 3-(thiophene-2-yl)-2-propene-1-ol, 0.5 ml (3.59 mmol) of triethylamine and 1.0 ml (13.0 mmol) of diketene were heated to 70° C. under stirring in 30 ml of toluene for 1.5 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-ee8e76b6ca614f548b2055ec89a2b23c
Source dataset
uspto-grants-2006_02
Patent number
US06995179B2

Reaction notes

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