m-Chloroperbenzoic acid → HCID 86735206, compound

HRID 1439359Notes

Reaction equation

HRID 1439359 reaction equation
[CH2:1]1[CH:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][CH2:14][C:8]3[C:9]2=[C:4]([CH:5]=[CH:6][CH:7]=3)[CH:3]=[N:2]1.ClC1C=CC=C(C(OO)=[O:27])C=1>C(Cl)(Cl)Cl>[CH2:1]1[CH:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][CH2:14][C:8]3[C:9]2=[C:4]([CH:5]=[CH:6][CH:7]=3)[CH:3]=[N+:2]1[O-:27]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 2021581,7,8,12b-Tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline

Product 1

HCID 86735206HCID 86735206, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a cold solution (5° - 15° C) of 1,7,8,12b-tetrahydrobenzo[1,2]-cyclohepta[3,4,5-de]isoquinoline (2.7 g) in chloroform (30 ml), a solution of m-chloroperbenzoic acid (2.3 g) in 20 ml of chloroform is added dropwise. The reaction mixture is allowed to stand at room temperature (i.e., 20° - 25° C) for 30 minutes. The reaction mixture is then washed with 15% ammonium hydroxide and water. The reaction mixture is dried (MgSO4) and concentrated to yield an oily residue. The oily residue is crystallized from benzene/hexane to give the title compound, mp 156° - 158° C.

Workup

  1. customto stand at room temperature
  2. custom(i.e., 20° - 25° C)
  3. customfor 30 minutes
  4. washThe reaction mixture is then washed with 15% ammonium hydroxide and water
  5. dry with materialThe reaction mixture is dried (MgSO4)
  6. concentrationconcentrated
  7. customto yield an oily residue
  8. customThe oily residue is crystallized from benzene/hexane

Sources & evidence

ORD record
ord-5f95781b04274af2a1cfa9cb8952c680
Source dataset
uspto-grants-1977_11
Patent number
US04059585

Reaction notes

Loading…