Triethyloxonium tetrafluoroborate → HCID 21446963, compound

HRID 597191Notes

Reaction equation

HRID 597191 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9]3[C:15](=O)[N:14]([CH3:17])[C:13]4[CH:18]=[CH:19][CH:20]=[CH:21][C:12]=4[O:11][C:10]=3[C:5]2=[CH:4][CH:3]=1.F[B-](F)(F)F.C([O+]([CH2:32][CH3:33])CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[N:8][C:9]3[C:10]=2[O:11][C:12]2[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=2[N:14]([CH3:17])[C:15]=3[N:8]2[CH2:33][CH2:32][CH2:4][CH2:5][CH2:6]2)[CH:7]=1

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 20381773HCID 20381773, compound

Product 1

HCID 21446963HCID 21446963, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 5.0g of 3-chloro-7-methyl-7H-indolo[3,2-b][1,5]benzoxazepine-6(5H)-one in 60ml of methylene chloride was cooled to 15° and treated with 30ml of a 1N solution of triethyloxonium fluoroborate in methylene chloride. The mixture was stirred for 48 hrs. at ambient temperature. The precipitated solid was filtered, washed with methylene chloride and added to 10ml of piperidine, and the clear solution was heated for 8 hrs. on the steam bath. The mixture was diluted with water, and the precipitated solid was filtered and recrystallized from ethylacetate, mp. 244°-5°.

Workup

  1. customat ambient temperature
  2. filtrationThe precipitated solid was filtered
  3. washwashed with methylene chloride
  4. additionadded to 10ml of piperidine
  5. temperaturethe clear solution was heated for 8 hrs
  6. additionThe mixture was diluted with water
  7. filtrationthe precipitated solid was filtered
  8. customrecrystallized from ethylacetate, mp. 244°-5°

Sources & evidence

ORD record
ord-7b122b43608743cd807a88c2d7e16eb0
Source dataset
uspto-grants-1977_03
Patent number
US04013660

Reaction notes

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