Glutaric anhydride → 4-[(3-Ethynylphenyl)carbamoyl]butanoic acid

HRID 19458

Reaction equation

HRID 19458 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[C:9]([C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][CH:17]=1)[NH2:14])#[CH:10]>ClCCl>[C:9]([C:11]1[CH:12]=[C:13]([NH:14][C:5]([CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8])=[O:6])[CH:15]=[CH:16][CH:17]=1)#[CH:10]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 104682Benzenamine, 3-ethynyl-

Product 1

HCID 435292404-[(3-Ethynylphenyl)carbamoyl]butanoic acidYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Glutaric anhydride (215 mg, 1.9 mmol) was dissolved in anhydrous dichloromethane (7 ml) and followed by the addition of 3-ethynylaniline (200 mg, 1.7 mmol). The mixture was allowed to stir at room temperature for 6 hours before the solvent was evaporated under reduced pressure to provide the product as a white solid (363 mg, 99%);

Workup

  1. customwas evaporated under reduced pressure

Sources & evidence

ORD record
ord-b51d7cb6b41e41718e3f39d76b7da4bc
Source dataset
uspto-grants-2010_06
Patent number
US07745229B2

Linked notes

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