Hydrochloric Acid → HCID 60123706、化合物

HRID 348395ノート

反応式

HRID 348395 の反応式
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(OC)[C:11]([C@@H:13]1[CH2:17][C:16](=[O:18])[N:15]([C@@H:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH3:20])[CH2:14]1)=[O:12].Cl>O1CCCC1>[C:1]1([C:11]([C@H:13]2[CH2:14][N:15]([C@@H:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH3:20])[C:16](=[O:18])[CH2:17]2)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 20741434HCID 20741434、化合物HCID 178418255HCID 178418255、化合物

生成物 1

HCID 60123706HCID 60123706、化合物収率 89%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under a nitrogen atmosphere, phenylmagnesium bromide (3N diethyl ether solution, 15 ml) was added dropwise to a tetrahydrofuran solution (50 ml) of N-methyl-N-methoxy-1-[1-(R)-phenylethyl]-5-oxopyrrolidine-3-(R)-carboxamide (2.49 g, 9.0 mmol), followed by stirring at room temperature for 30 minutes. To the reaction solution was added 1 mol/l hydrochloric acid (50 ml) under ice cooling and the mixture was extracted with ethyl acetate (8 ml×2). The organic layer was washed with saturated saline (100 ml) and dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the residue was subjected to silica gel column chromatography. Elution with n-hexane/ethyl acetate (1/1) afforded the title compound (2.36 g, 89%) as a pale yellow oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate (8 ml×2)
  2. washThe organic layer was washed with saturated saline (100 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customAfter removal of the solvent under reduced pressure
  5. washElution with n-hexane/ethyl acetate (1/1)

出典と根拠

ORDレコード
ord-ac7b057d635b4ebc8cca86bf17b4bc4a
出典データセット
uspto-grants-2007_02
特許番号
US07176313B2

反応ノート

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