2-Hydroxyterephthalic acid → 2-Hydroxy terephthalic acid ethyl cinnamate

HRID 1745388

Reaction equation

HRID 1745388 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:14]([O:24][CH2:25][CH2:26]Br)(=[O:23])[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C=O)C>[CH2:25]([O:24][C:14](=[O:23])[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:26].[OH:1][C:2]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 972572-Hydroxyterephthalic acidHCID 543970042-Bromoethyl cinnamate

Product 1

HCID 695938112-Hydroxy terephthalic acid ethyl cinnamate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

33.44 g (0.75 mol) of 2-dicesium salt of 2-hydroxy terephthalic acid, 38.27 g (0.15 mol) of 2-bromoethyl cinnamate and 200 mL of DMF were placed in a reaction vessel and reacted at 110° C. for 5 hours under a nitrogen atmosphere. After reaction, the precipitated CsBr was filtered out and the filtrate was poured into 800 mL of water to form a precipitate. The precipitate was separated from the solution and then dried. Thus 32 g (0.06 mol) of 2-hydroxy terephthalic acid ethyl cinnamate was obtained.

Workup

  1. customreacted at 110° C. for 5 hours under a nitrogen atmosphere
  2. customAfter reaction
  3. filtrationthe precipitated CsBr was filtered out
  4. additionthe filtrate was poured into 800 mL of water
  5. customto form a precipitate
  6. customThe precipitate was separated from the solution
  7. customdried

Sources & evidence

ORD record
ord-4d16dd99d1ec405b804d1be999622f29
Source dataset
uspto-grants-2006_03
Patent number
US07019104B1

Linked notes

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