Dichloromethane → HCID 57879560, compound

HRID 1673365Notes

Reaction equation

HRID 1673365 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)Cl.[NH2:13][C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17]>C(N(CC)CC)C>[C:1]([NH:13][C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7412Benzoyl chlorideHCID 53412316800375-15-9

Product 1

HCID 57879560HCID 57879560, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

0.28 mL of benzoyl chloride was added to 10 mL of methylene chloride solution containing 0.50 g of methyl 2-amino-4-phenylbenzoate and 0.36 mL of triethylamine and stirred at room temperature overnight. The solvent was evaporated under reduced pressure and water and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 1.0 mol/L hydrochloric acid and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. Hexane and diisopropyl ether were added to the obtained residue and a solid substance was separated by filtration to obtain 0.52 g of methyl 2-(benzamido)-4-phenylbenzoate as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure and water and ethyl acetate
  2. additionwere added
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. washafter washed with 1.0 mol/L hydrochloric acid
  6. customa saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure
  7. additionHexane and diisopropyl ether were added to the obtained residue
  8. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-e72a0e78c2ca4970bbcc201d59dd6613
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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