1,2-Dichloroethane → Piperidin-4-yl benzoate

HRID 2171658ノート

反応式

HRID 2171658 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.ClCCCl.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])O.[Na+]>CCOC(C)=O>[C:19]([O:1][CH:2]1[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylate

生成物 1

HCID 12416427Piperidin-4-yl benzoate収率 101.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

tert-Butyl 4-hydroxypiperidine-1-carboxylate (3.0 g) was mixed with DCE (30 ml), and TEA (3.0 ml) and benzoyl chloride (2.4 g) was added thereto, followed by stirring at room temperature for 1 hour. A saturated aqueous sodium hydrogen carbonate solution and EtOAc were added to the reaction mixture, and the organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was mixed with DCE (30 ml), and TFA (10 ml) was added thereto, followed by stirring at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and then the residue was purified by basic silica gel column chromatography (CHCl3/MeOH) to obtain piperidin-4-yl benzoate (3.1 g).

後処理

  1. additionwas added
  2. dry with materialthe organic layer was dried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. additionThe obtained residue was mixed with DCE (30 ml), and TFA (10 ml)
  5. additionwas added
  6. stirringby stirring at room temperature for 5 hours
  7. concentrationThe reaction mixture was concentrated under reduced pressure
  8. customthe residue was purified by basic silica gel column chromatography (CHCl3/MeOH)

出典と根拠

ORDレコード
ord-45af65e5dfc047deb55591d05b036400
出典データセット
uspto-grants-2015_06
特許番号
US09051283B2

反応ノート

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