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

HRID 2173151ノート

反応式

HRID 2173151 の反応式
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

参加物

3

反応物 1

HCID 675174614,6-Dibromoisochroman-1-one

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6a915787210e4af29242de1345cb4a6f
出典データセット
uspto-grants-2015_06
特許番号
US09056859B2

反応ノート

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