2,3-环戊烯并吡啶 → 4-氯-6,7-二氢-5H-环戊烷并[B]吡啶-7-基 乙酸酯

HRID 1499437

反应方程式

HRID 1499437 反应方程式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][CH2:19][CH2:20][C:13]=12>C(Cl)Cl>[N+:12]1([O-:9])[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][CH2:19][CH2:20][C:13]=12

参与物

4

反应物 2

HCID 682922,3-环戊烯并吡啶HCID 70297间氯过氧苯甲酸

产物 1

HCID 131533154-氯-6,7-二氢-5H-环戊烷并[B]吡啶-7-基 乙酸酯收率 79.3%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

mCPBA (10.0 g, 44.6 mmol) was added slowly to a mixture of 6,7-dihydro-5H-cyclopenta[b]pyridine (from Aldrich, 5.0 g, 42 mmol) in DCM (50 mL). The reaction mixture was stirred at room temperature for 2 h. The solution was then washed with aq. Na2S2O3 (50 mL) and 1 M NaOH (50 mL). The aqueous layer was extracted with DCM (5×70 mL). The combined organic layers were dried, filtered and concentrated under reduced pressure to give the sub-title compound (4.5 g, 79%). LCMS calc. for C8H10NO (M+H)+: m/z=136.1. Found: 136.2.

后处理

  1. washThe solution was then washed with aq. Na2S2O3 (50 mL) and 1 M NaOH (50 mL)
  2. extractionThe aqueous layer was extracted with DCM (5×70 mL)
  3. customThe combined organic layers were dried
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-00cd6614197d4f68ba06c2f88a5c8a77
来源数据集
uspto-grants-2015_12
专利号
US09200004B2

关联笔记

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