Boron tribromide → HCID 135856719, compound

HRID 622221Notes

Reaction equation

HRID 622221 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[S:14][CH:15]=[CH:16][C:12]=3[O:11][N:10]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>ClCCl.CCOCC>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:13]3[S:14][CH:15]=[CH:16][C:12]=3[O:11][N:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 25134Boron tribromideHCID 21915394HCID 21915394, compound

Product 1

HCID 135856719HCID 135856719, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 6.94 g of 3-(4-methoxyphenyl)thieno[2,3-d]isoxazole in 40 ml of dichloromethane was treated dropwise with 1M solution of boron tribromide in dichloromethane. A precipitate appeared after a few minutes. The suspension was stirred overnight and thereafter quenched with 10% hydrochloric acid. Extraction with ether followed by washing and drying gave a solid which was found to be contaminated with 5% of the starting material. The crude product was fed to an alumina column packed in ether.

Workup

  1. waitA precipitate appeared after a few minutes
  2. customquenched with 10% hydrochloric acid
  3. extractionExtraction with ether
  4. washby washing
  5. customdrying
  6. customgave a solid which

Sources & evidence

ORD record
ord-db97c22baf414d64b88e9e72557b643c
Source dataset
uspto-grants-1988_09
Patent number
US04769472

Reaction notes

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