Benzoyl chloride → HCID 13487028, compound

HRID 648006Notes

Reaction equation

HRID 648006 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]2[CH:12]=[CH:13][CH:14]=[C:6]12)=[O:4].[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]([CH:5]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]2[C:12]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:13][CH:14]=[C:6]12)=[O:4]

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 12795110HCID 12795110, compound

Product 1

HCID 13487028HCID 13487028, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of the resulting ester (1.2 g., 0.006 moles) in dry xylene (50 ml.) containing benzoyl chloride (1.5 g., 0.01 moles) is heated at reflux temperature, in a nitrogen atmosphere, for 44 hours. The solvent is removed in vacuo and the residue is purified by t.l.c. on silica gel (hexane-ethyl acetate, 3:1) to give a product in 50% yield which, when crystallized from acetone hexane, gives methyl-3-benzoyl-5,6,7,8-tetrahydro-9H-pyrrolo[1,2,a]azepine-9-carboxylate having a m.p. 98°-99° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature
  3. customThe solvent is removed in vacuo
  4. customthe residue is purified by t.l.c
  5. customon silica gel (hexane-ethyl acetate, 3:1) to give a product in 50% yield which, when
  6. customcrystallized from acetone hexane

Sources & evidence

ORD record
ord-5f9e72b8c5be4f1fbbefe9bf19e1f2ec
Source dataset
uspto-grants-1983_10
Patent number
US04410534

Reaction notes

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