Triethylamine → HCID 13334399, compound

HRID 1252232Notes

Reaction equation

HRID 1252232 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)=[O:2].C(N(CC)CC)C.[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Cl)=[CH:23][CH:22]=1>CN(C)C=O.O>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][O:8][C:7](=[O:9])[C:6]2[CH:10]=[CH:11][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=2)=[CH:23][CH:22]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 120884-Formylbenzoic acidHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 13334399HCID 13334399, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-formylbenzoic acid (7.5 g), triethylamine (5.2 g) and p-methoxybenzyl chloride (7.6 g) in dimethylformamide (75 ml) was stirred at room temperature for 2 hours and then at 80° C. for 6 hours. The reaction mixture was diluted with water and extracted with diethyl ether. The ether extract was washed with aqueous sodium bicarbonate and then water, dried over anhydrous sodium sulfate and evaporated to give 4-formylbenzoic acid p-methoxybenzyl ester which was then converted into 4-carboxybenzoic acid p-methoxybenzyl ester by the procedure similar to that described in Example 185.

Workup

  1. waitat 80° C. for 6 hours
  2. extractionextracted with diethyl ether
  3. extractionThe ether extract
  4. washwas washed with aqueous sodium bicarbonate
  5. dry with materialwater, dried over anhydrous sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-43972e0cb2a04f778e5c923a80845760
Source dataset
uspto-grants-1988_05
Patent number
US04742052

Reaction notes

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