Boron tribromide → HCID 91416132, 화합물

HRID 857371노트

반응식

HRID 857371 반응식
[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH:5]1[C:9]2=[CH:10][C:11]3[C:12]([CH:19]([CH3:21])[CH3:20])=[CH:13][C:14]([O:17]C)=[CH:15][C:16]=3[N:8]2[CH2:7][CH2:6]1.B(Br)(Br)Br>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH:5]1[C:9]2=[CH:10][C:11]3[C:12]([CH:19]([CH3:20])[CH3:21])=[CH:13][C:14]([OH:17])=[CH:15][C:16]=3[N:8]2[CH2:7][CH2:6]1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 91430685HCID 91430685, 화합물

생성물 1

HCID 91416132HCID 91416132, 화합물수율 80.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of the product of Step 2 (170 mg, 0.56 mmol) in CH2Cl2 (5 mL) at 0° C. was added slowly BBr3 1.0 M in dichloromethane (2.8 mL, 2.8 mmol) dropwise. The reaction mixture was warmed to r.t. for 30 minutes then cooled to −78° C., quenched with MeOH (5 mL), extracted with CH2Cl2, and washed with a saturated aqueous solution of NaHCO3. The combined organic layers were dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography to give the title compound (130 mg).

후처리

  1. temperaturethen cooled to −78° C.
  2. customquenched with MeOH (5 mL)
  3. extractionextracted with CH2Cl2
  4. washwashed with a saturated aqueous solution of NaHCO3
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-2e4d73b8f03f4546b23f1ab2e119a794
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144913B2

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