Hydrochloric Acid → ethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetate

HRID 1436090ノート

反応式

HRID 1436090 の反応式
[Cl-].[C:2]([O:7][CH2:8][CH3:9])(=[O:6])[C:3]([O-:5])=O.[F:10][C:11]1[CH:16]=[CH:15][C:14]([C@H:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([CH:23]=[CH2:24])[NH:18]2)=[CH:13][CH:12]=1.CCN(C(C)C)C(C)C.Cl>C(Cl)Cl.C(Cl)(Cl)Cl>[F:10][C:11]1[CH:12]=[CH:13][C:14]([C@H:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([CH:23]=[CH2:24])[N:18]2[C:3](=[O:5])[C:2]([O:7][CH2:8][CH3:9])=[O:6])=[CH:15][CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 22632797Monoethyl oxalate monochlorideHCID 69010346(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidine

生成物 1

HCID 86612603ethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetate

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

Ethyl oxalate chloride (0.5 mL) was added to a solution of (2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidine (520 mg) and DIEA (0.66 mL) in methylene chloride (10 mL), and the reaction solution was stirred at room temperature for one hour. Chloroform and 1 N aqueous hydrochloric acid were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with saturated sodium bicarbonate water, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane->heptane:ethyl acetate=1:1) to obtain 426 mg of the title compound. The property value of the compound is as follows.

後処理

  1. customthe organic layer was separated
  2. washThe resulting organic layer was washed with saturated sodium bicarbonate water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (elution solvent: heptane->heptane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-e0891c4a2f904957a2c1f394155ee862
出典データセット
uspto-grants-2009_11
特許番号
US07618960B2

反応ノート

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