Trifluoroacetic acid → HCID 15524254, compound

HRID 1823926Notes

Reaction equation

HRID 1823926 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:28])[CH:11]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=1)[CH2:12][C:13]([O:15]C(C)(C)C)=[O:14]>ClCCl>[CH3:8][O:9][C:10](=[O:28])[CH:11]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=1)[CH2:12][C:13]([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23570948HCID 23570948, compound

Product 1

HCID 15524254HCID 15524254, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (100 ml) was added to a mixture of 2-(3,4-dichloro-phenyl)-succinic acid 4-tert-butyl ester 1-methyl ester (23.64 g, 0.071 mol) and dichloromethane (100 ml). The reaction mixture was stirred at room temperature for 3 hours then concentrated in vacuo. The crude mixture was kept under vacuo for several hours before being used without further purification in the next step.). 1H NMR (400 MHz, DMSO-d6) δ 2.66 (1H, dd), 3.01 (1H, dd), 3.59 (3H, s), 4.08 (1H, m), 7.30 (1H, m), 7.56–7.61 (2H, m); MS (ES+): m/e=277.1 (100%), 279.1 (65%), 281.0 (10%); MS (ES−): m/e=275.1 (50%), 277.1 (30%), 279.1 (5%).

Workup

  1. concentrationthen concentrated in vacuo
  2. waitThe crude mixture was kept under vacuo for several hours
  3. custombefore being used without further purification in the next step

Sources & evidence

ORD record
ord-e14adcf95b9a4e1495be836014814644
Source dataset
uspto-grants-2006_05
Patent number
US07041687B2

Reaction notes

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