4,6-Dibromoisochroman-1-one → 6-bromo-1H-isochromen-1-one

HRID 2173151노트

반응식

HRID 2173151 반응식
Br[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Br:12])[CH:10]=2)[C:5](=[O:13])[O:4][CH2:3]1>C(Cl)Cl>[Br:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[C:5](=[O:13])[O:4][CH:3]=[CH:2]2

참가 물질

3

반응물 1

HCID 675174614,6-Dibromoisochroman-1-one

생성물 1

HCID 212520476-bromo-1H-isochromen-1-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4,6-dibromo-3,4-dihydro-1H-isochromen-1-one (1.76 g, 5.75 mmol) was dissolved in DCM (15 mL) then added TEA (20 mL, 143 mmol) and stirred at room temperature for 72 hrs. The mixture was concentrated then took up the residue with DCM and washed with 1N HCl. Repeated the wash with brine then dried over Na2SO4 and evaporated to dryness. The residue was purified by MPLC with 0-100% ETOAc/hexane to yield 6-bromo-1H-isochromen-1-one. LC-MS (IE, m/z): 227 [M+2]+; 1H-NMR (500 MHz, CDCl3) δ ppm 8.18 (d, J=8.5 Hz, 1H), 7.67 (dd, J=1.8, 6.4 Hz, 1H), 7.64 (d, J=1.9 Hz, 1H), 7.33 (d, J=5.7 Hz, 1H), 6.47 (d, J=5.8 Hz, 1H).

후처리

  1. concentrationThe mixture was concentrated
  2. washwashed with 1N HCl
  3. washwash with brine
  4. dry with materialthen dried over Na2SO4
  5. customevaporated to dryness
  6. customThe residue was purified by MPLC with 0-100% ETOAc/hexane

출처 및 근거

ORD 기록
ord-6a915787210e4af29242de1345cb4a6f
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056859B2

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