Boron tribromide → HCID 71185821, 화합물

HRID 1470512노트

반응식

HRID 1470512 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([C:12]([N:14]([CH3:16])[CH3:15])=[O:13])=[CH:9][CH:8]=[C:7]2[O:17]C.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([C:12]([N:14]([CH3:15])[CH3:16])=[O:13])=[CH:9][CH:8]=[C:7]2[OH:17]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 71186206HCID 71186206, 화합물

생성물 1

HCID 71185821HCID 71185821, 화합물수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

8-chloro-4-methoxy-N,N-dimethyl-1-naphthamide (step-5 intermediate) (0.5 g, 1.90 mmol) in DCM (15 mL) was cooled to −78° C. Then, BBr3 (0.72 mL, 7.58 mmol) in DCM (7.5 mL) was added dropwise to the mixture at −78° C. The reaction mixture was warmed to RT and stirred for 2 h, and quenched with brine solution. The aqueous layer was extracted with DCM, and the combined organic layer was washed with, water, brine, dried over Na2SO4 and filtered. The solvent was evaporated to provide the desired phenol as pale brown solid (445 mg, 94%) that was used in next step without any further purification.

후처리

  1. customquenched with brine solution
  2. extractionThe aqueous layer was extracted with DCM
  3. washthe combined organic layer was washed with, water, brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-dd344b96f65a42fd983069e3d32c16d1
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006442B2

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