Diisopropylethylamine → 3-Cyclohexyl-1-(2,6-dichloro-4-methoxy-benzyl)-pyrrolidin-2-one

HRID 1670836ノート

反応式

HRID 1670836 の反応式
Br[CH2:2][CH2:3][CH:4]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:5]([NH:7][CH2:8][C:9]1[C:14]([Cl:15])=[CH:13][C:12]([O:16][CH3:17])=[CH:11][C:10]=1[Cl:18])=[O:6].C(N(C(C)C)CC)(C)C>C1COCC1.C(OC(=O)C)C>[CH:19]1([CH:4]2[CH2:3][CH2:2][N:7]([CH2:8][C:9]3[C:14]([Cl:15])=[CH:13][C:12]([O:16][CH3:17])=[CH:11][C:10]=3[Cl:18])[C:5]2=[O:6])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

参加物

5

反応物 2

HCID 81531DiisopropylethylamineHCID 673563304-bromo-2-cyclohexyl-N-(2,6-dichloro-4-methoxy-benzyl)-butyramide

生成物 1

HCID 576580123-Cyclohexyl-1-(2,6-dichloro-4-methoxy-benzyl)-pyrrolidin-2-one収率 80%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Treat a solution of 4-bromo-2-cyclohexyl-N-(2,6-dichloro-4-methoxy-benzyl)-butyramide (2.0 g, 4.6 mmol) in THF (30 mL) with diisopropyl ethyl amine (1.19 g, 9.19 mmol) at 40° C. for 12 hours and at reflux for 6 hours. Cool the reaction, dilute with ethylacetate and wash with HCl (1N) and water. After drying the organic layer over sodium sulfate, filtrate and concentrate under vacuum. Purify the residue by silica gel chromatography with 1:4 ethyl acetate:hexane to afford 1.3 g (80%) of the title compound. MS (m/z): 356 (M+).

後処理

  1. temperatureat reflux for 6 hours
  2. temperatureCool
  3. customthe reaction
  4. washwash with HCl (1N) and water
  5. dry with materialAfter drying the organic layer over sodium sulfate, filtrate
  6. concentrationconcentrate under vacuum
  7. customPurify the residue by silica gel chromatography with 1:4 ethyl acetate

出典と根拠

ORDレコード
ord-4a72a2cacc964d179273eefcb7f3d378
出典データセット
uspto-grants-2011_08
特許番号
US07994176B2

反応ノート

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