m-Chloroperbenzoic acid → HCID 117690299、化合物

HRID 1501959ノート

反応式

HRID 1501959 の反応式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[CH3:12][C@@H:13]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:23]([CH3:25])=[CH2:24])[CH:20]=2)[C:15](=[O:26])[O:14]1>ClCCCl>[CH3:12][C@@H:13]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([C:23]3([CH3:25])[CH2:24][O:9]3)[CH:20]=2)[C:15](=[O:26])[O:14]1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 89619009(3R)-3-methyl-6-(prop-1-en-2-yl)-3,4-dihydro-1H-isochromen-1-one

生成物 1

HCID 117690299HCID 117690299、化合物

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

mCPBA (774 mg, 4.49 mmol) was added to a solution of (3R)-3-methyl-6-(prop-1-en-2-yl)-3,4-dihydro-1H-isochromen-1-one (605 mg, 2.99 mmol) in DCE (15 mL). The reaction was stirred at room temp for 3 h before it was complete by TLC. The reaction was then partitioned between saturated sodium bicarbonate solution and DCM. The aq. layer was further extracted with DCM (2×75 mL) the combined organic layers were dried over magnesium sulfate, filtered, and purified via MPLC (10-50% EtOAc/Hex) to give the title compound: LC-MS: (M+H)+219;

後処理

  1. customThe reaction was then partitioned between saturated sodium bicarbonate solution and DCM
  2. extractionThe aq. layer was further extracted with DCM (2×75 mL) the combined organic layers
  3. dry with materialwere dried over magnesium sulfate
  4. filtrationfiltered
  5. custompurified via MPLC (10-50% EtOAc/Hex)

出典と根拠

ORDレコード
ord-691041c5a1ca46f8810021d48bd455f2
出典データセット
uspto-grants-2015_12
特許番号
US09206199B2

反応ノート

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