Methanol → (S)-Methyl piperidine-2-carboxylate

HRID 409492

反応式

HRID 409492 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[C:7]([OH:9])=[O:8].S(Cl)(Cl)=O.[CH3:14]O>>[CH3:14][O:8][C:7]([C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][NH:1]1)=[O:9]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 439227Pipecolic acid, (-)-

生成物 1

HCID 853680(S)-Methyl piperidine-2-carboxylate収率 56%

実験手順

To a mixture of (S)-piperidine-2-carboxylic acid (10 mmol, 1.29 g) in MeOH (20 mL) is dropwise added thionyl chloride (30 mmol, 2.17 mL) at room temperature. The mixture is stirred at 2 hours, and then concentrated under reduced pressure. To the residue is added water (5 mL) and basified with potassium carbonate. The mixture is extracted with CH2Cl2. The combined organic layer is dried over Na2SO4, filtrated, and concentrated under reduced pressure to give (S)-piperidine-2-carboxylic acid methyl ester as a pale brown oil (800 mg, 56%).

後処理

  1. customat room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue is added water (5 mL)
  4. extractionThe mixture is extracted with CH2Cl2
  5. dry with materialThe combined organic layer is dried over Na2SO4
  6. filtrationfiltrated
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0cdca4ad2b6240f19189e7439f27417c
出典データセット
uspto-grants-2014_06
特許番号
US08759365B2

関連ノート

読み込み中…