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Boron tribromide → HCID 178517667, 화합물

HRID 575746
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HRID 575746 반응식
[Cl:1][C:2]1[O:12][C:5]2=[C:6]([O:10]C)[N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[O:12][C:5]2=[C:6]([OH:10])[N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=1
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 1180221532-Chloro-7-methoxyfuro[2,3-c]pyridine

생성물 1

HCID 178517667HCID 178517667, 화합물수율 48.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 0.25M solution of 2-chloro-7-methoxyfuro[2,3-c]pyridine (263 mg, 1.4 mmol) in DCM stirred at −0° C. under an atmosphere of nitrogen was treated with BBr3 (1 M in DCM, 4.3 mL, 4.3 mmol) dropwise over 5 min. The mixture was allowed to warm gradually to rt. After the mixture was allowed to stir overnight, it was poured into ice water and extracted with DCM (3×15 mL). The combined organic layers were washed with water and brine (10 mL), dried over Na2SO4, filtered and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography using a gradient of EtOAc (15 to 75%) in hexanes to afford the title compound (115 mg, 47%) as light yellow solid. LCMS (M+H)+=170.

후처리

  1. extractionextracted with DCM (3×15 mL)
  2. washThe combined organic layers were washed with water and brine (10 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-05010bd4ceea4dd1b1b7e3fa5a5e9d9e
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034900B2

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