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Boron tribromide → 4-Hydroxy-trans-stilbene

HRID 2276282
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인쇄 미리보기

반응식

HRID 2276282 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6](/[CH:9]=[CH:10]/[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 1245920P-Methoxystilbene

생성물 1

HCID 52846504-Hydroxy-trans-stilbene수율 43.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-5 °C

실험 절차

To 210 mg (1 mmol) of (E)-4-methoxystilbene (4b) in 7 mL of CH2Cl2 was added 1.28 mL of 1M BBr3 (1.3 mmol) in dichloromethane at −10° C. The mixture was stirred for 4 h at −5° C. and quenched by pouring into cold water. The product was extracted with CH2Cl2, dried over anhydrous MgSO4 and chromatographed using 1:10 CH3OH:CH2Cl2 to afford 85 mg (43%) of 4a. mp 184-185° C.

후처리

  1. customquenched
  2. additionby pouring into cold water
  3. extractionThe product was extracted with CH2Cl2
  4. dry with materialdried over anhydrous MgSO4
  5. customchromatographed

출처 및 근거

ORD 기록
ord-a3ebcee1b39f412393865af02bbcf999
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09132102B2

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