Boron tribromide → HCID 69169394, 화합물

HRID 404876

반응식

HRID 404876 반응식
[Cl:1][C:2]1[CH:13]=[C:12]([O:14]C)[CH:11]=[CH:10][C:3]=1[O:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1.B(Br)(Br)Br>ClCCl>[Cl:1][C:2]1[CH:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:3]=1[O:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 694346862-Chloro-4-methoxyphenoxy-1,3-thiazole

생성물 1

HCID 69169394HCID 69169394, 화합물수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of Example 9A (5.4 g, 0.022 mol) in dichloromethane at −78° C. was added a solution of BBr3 (0.066 mol) drop wise and the reaction mixture was stirred overnight while warming up to room temperature. The mixture was poured into ice and then stirred at room temperature for 24 hours. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated under vacuum to give 3.5 g of product as an off-white solid (70% yield). 1H NMR (300 MHz, CDCl3) δ ppm 6.59 (dd, J=8.82, 2.94 Hz, 1H) 6.67 (d, J=2.57 Hz, 1H) 6.88 (d, J=3.68 Hz, 1H) 7.07 (d, J=8.82 Hz, 1H) 7.19 (d, J=3.68 Hz, 1H). MS (ESI) M/z 227.9 (M+H)+.

후처리

  1. additionThe mixture was poured into ice
  2. stirringstirred at room temperature for 24 hours
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-5edc334af9cf42219776df681bd3a2e6
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748627B2

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