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Boron tribromide → HCID 59557707, 화합물

HRID 1175317
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HRID 1175317 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH3:16])=[CH:11][CH:10]=2)[C:5]([Cl:17])=[CH:4][C:3]=1[O:18]C.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH3:16])=[CH:11][CH:10]=2)[C:5]([Cl:17])=[CH:4][C:3]=1[OH:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromide2회HCID 462061181-Bromo-4-chloro-5-(4-ethylbenzyl)-2-methoxybenzene

생성물 1

HCID 59557707HCID 59557707, 화합물수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 1-bromo-4-chloro-5-(4-ethylbenzyl)-2-methoxybenzene (AS) (5.1 g, 15 mmol) in anhydrous CH2Cl2 (15 mL), the solution of BBr3 in CH2Cl2 (1M, 20 mL) was added dropwise at −5° C. After BBr3 was added, the reaction mixture was allowed to warm to room temperature and stirred for 2 h, after which TLC showed the reaction was complete. The reaction was quenched with saturated NaHCO3. The organic phase was separated and washed with water and brine. After drying with anhydrous Na2SO4, the organic portion was filtered and concentrated to give AT as an oil (4.49 g, yield 92%). 1H-NMR (CDCl3, 300 MHz) δ 7.22 (s, 1H), 7.13 (m, 4H), 7.07 (s, 1H), 5.42 (s, 1H), 3.99 (s, 2H), 2.54 (q, J=7.5 Hz, 2H), 1.23 (t, J=7.5 Hz, 3H).

후처리

  1. customThe reaction was quenched with saturated NaHCO3
  2. customThe organic phase was separated
  3. washwashed with water and brine
  4. dry with materialAfter drying with anhydrous Na2SO4
  5. filtrationthe organic portion was filtered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cd4dc16c453e42ddbc2c9385ef572046
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838498B2

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