Benzoyl chloride → HCID 67342408, compound

HRID 1673382Notes

Reaction equation

HRID 1673382 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[NH2:17][C:18]1[CH:30]=[C:29]([CH2:31][CH2:32][CH2:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:28]=[CH:27][C:19]=1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]>C(Cl)Cl>[C:8]([NH:17][C:18]1[CH:30]=[C:29]([CH2:31][CH2:32][CH2:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:28]=[CH:27][C:19]=1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 67344440HCID 67344440, compound

Product 1

HCID 67342408HCID 67342408, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.34 mL of triethylamine and 0.15 mL of benzoyl chloride were added to 4 mL of methylene chloride solution containing 0.40 g tert-butyl 2-amino-4-(4-phenylbutyl)benzoate while ice-cooled sequentially and stirred at room temperature for 19 hours. The solvent was evaporated under reduced pressure, and the obtained residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=20:1]to obtain 0.50 g of tert-butyl 2-(benzamido)-4-(4-phenylbutyl)benzoate as white solid.

Workup

  1. temperaturecooled sequentially
  2. customThe solvent was evaporated under reduced pressure
  3. customthe obtained residue was purified with silica gel column chromatography [eluent

Sources & evidence

ORD record
ord-d679dd0ee36f42b6bf12f81c1b0ff467
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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