Boron tribromide → 4-(1,3-Thiazol-2-yl)phenol

HRID 750086

반응식

HRID 750086 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[S:10]1[CH:11]=[CH:12][N:13]=[C:9]1[C:6]1[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 112984492-(4-Methoxy-phenyl)-thiazole

생성물 1

HCID 2238404-(1,3-Thiazol-2-yl)phenol수율 90.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

To a solution of the product of step 1 (1.0 g, 5.23 mmol) in methylene chloride (25 ml) was slowly added boron tribromide (2.00 ml, 15.7 mmol) at −78° C., and stirred at −78° C. for 1 h. After it was stirred at room temperature for 16 h, the reaction mixture was poured into ice-water. The product was collected on a filter, washed with ether to yield the title product (0.84 g, 84%); 1H NMR (400 MHz, CDCl3) δ 7.85 (d, J=3.2 Hz, 1H), 7.79 (d, J=8.8 Hz, 2H), 7.67 (d, J=3.2 Hz, 1H), 6.88 (d, J=8.8 Hz, 2H); MS (ESI−) 176 (M−1, 100).

후처리

  1. customat −78° C.
  2. stirringAfter it was stirred at room temperature for 16 h
  3. customThe product was collected on a filter
  4. washwashed with ether

출처 및 근거

ORD 기록
ord-7b15290911234000bd6b0a3b8966e127
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402684B2

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