Boron tribromide → Phenol, 5-chloro-2-nitro-

HRID 440650

반응식

HRID 440650 반응식
B(Br)(Br)Br.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[C:10]([O:12]C)[CH:11]=1>C(Cl)Cl>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[C:10]([OH:12])[CH:11]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 811105-Chloro-2-nitroanisole

생성물 1

HCID 11900Phenol, 5-chloro-2-nitro-수율 90.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A 1M solution of boron tribromide in methylene chloride (400 mL, 0.40 mole) was cooled to -20° C. A solution of 37.5 g (0.20 mole) of 5-chloro-2-nitroanisole in 200 mL of methylene chloride was added slowly to the first solution. Upon completion of addition, the mixture was allowed to warm to ambient temperature at which it stirred for about 16 hours. At the conclusion of this period the reaction mixture was poured into ice water. The organic layer was separated from the aqueous layer and was evaporated under reduced pressure, leaving 31.40 g of 5-chloro-2-nitrophenol as a solid residue, m.p. 38°-39° C.

후처리

  1. additionUpon completion of addition
  2. customThe organic layer was separated from the aqueous layer
  3. customwas evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-37fa2d71589d41f490cc9af9baa1e593
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521147

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