Phthalic Anhydride → 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]benzoic acid

HRID 37354

Reaction equation

HRID 37354 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH:9]=[N:10][C:4]=2[CH:3]=1.[C:17]1(=[O:27])[O:22][C:20](=[O:21])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12>C1COCC1>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][N:10]([C:17]([C:18]3[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=3[C:20]([OH:22])=[O:21])=[O:27])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 8382678-Chloro-dibenz[b,f]-[1,4]oxazepine

Product 1

HCID 157806572-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]benzoic acidYield 70.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred mixture of 8-chloro-dibenz[b,f]-[1,4]oxazepine (3.35 g) and phthalic anhydride (2.13 g) in THF (40 mL) was heated to reflux for 4 days. The mixture was concentrated and the residue was triturated with ether. The precipitated solid was filtered to give the title compound as a white solid (3.84 g).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 4 days
  3. concentrationThe mixture was concentrated
  4. customthe residue was triturated with ether
  5. filtrationThe precipitated solid was filtered

Sources & evidence

ORD record
ord-8e88240b57da42d69ecdb18994186b06
Source dataset
uspto-grants-1995_05
Patent number
US05420270

Linked notes

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