Acetic Acid → 1-Oxo-1-(2-oxocyclopentyl)propan-2-yl acetate

HRID 1773832ノート

反応式

HRID 1773832 の反応式
[C:1]([O:4][CH:5]([CH3:18])[C:6](=[O:17])[C:7]1[CH2:11][CH2:10][CH2:9][C:8]=1N1CCCC1)(=[O:3])[CH3:2].C(O)(=[O:21])C>O1CCCC1.O.ClCCl>[C:1]([O:4][CH:5]([CH3:18])[C:6](=[O:17])[CH:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:21])(=[O:3])[CH3:2]

参加物

6

反応物 2

HCID 176Acetic AcidHCID 710141241-Oxo-1-(2-(pyrrolidin-1-yl)cyclopent-1-enyl)propan-2-yl acetate

生成物 1

HCID 141483511-Oxo-1-(2-oxocyclopentyl)propan-2-yl acetate

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Stir a mixture of 1-oxo-1-(2-(pyrrolidin-1-yl)cyclopent-1-enyl)propan-2-yl acetate (952.0 g), acetic acid (1500 mL) and water (1500 mL) in tetrahydrofuran (3000 mL) at room temperature for 2 days. Dilute the mixture with water (1200 mL) and dichloromethane (1200 mL). The organic layer is washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. Purify the residue by silica gel chromatograph (eluting with 3% to 10% ethyl acetate in petroleum ether) to give 1-oxo-1-(2-oxocyclopentyl)propan-2-yl acetate as oil (573.4 g, 2.89 mol, 72.6% for 2 steps).

後処理

  1. washThe organic layer is washed with brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated under vacuum
  4. customPurify the residue
  5. washby silica gel chromatograph (eluting with 3% to 10% ethyl acetate in petroleum ether)

出典と根拠

ORDレコード
ord-ae241483fb5648c9ae86b29702535f3f
出典データセット
uspto-grants-2016_02
特許番号
US09255111B2

反応ノート

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