Methanol → HCID 22643448、化合物

HRID 929722ノート

反応式

HRID 929722 の反応式
CO.[CH3:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1.[F:12][C:13]([F:24])([F:23])[C:14]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)=[O:15].[BH3-]C#N.[Na+]>CO.C(O)(=O)C.C(O)(=O)C>[CH3:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][NH:9][CH:19]2[CH2:20][CH2:21][N:16]([C:14](=[O:15])[C:13]([F:12])([F:23])[F:24])[CH2:17][CH2:18]2)=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 887MethanolHCID 660354-MethylbenzylamineHCID 5003444Sodium cyanoborohydrideHCID 150809431-(Trifluoroacetyl)piperidin-4-one

生成物 1

HCID 22643448HCID 22643448、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 10129899Acetic acid methanol溶媒

実験手順

Methanol (150 ml) was added to an Erlenmeyer flask and acetic acid was added under stirring until pH 5. 4-Methylbenzylamine (3.14 g, 25.9 mmol) and N-trifluoroacetyl-4-piperidone (from reaction step 1) (5.065 g, 25.9 mmol) were added to a 250 ml round-bottomed flask and dissolved in the methanol/acetic acid (150 ml) solution previously made. The reaction mixture was stirred for 5 min and NaCNBH3 (2.46 g, 38.9 mmol) was added slowly under stirring. After 20 hours the reaction was concentrated and transferred to a reparatory funnel containing dichloromethane and distilled water. The aqueous phase was made basic by addition of Na2CO3. The aqueous phase was extracted twice with dichloromethane. The combined organic layers were collected and dried with Na2SO4. Concentration afforded, 4-(4-methylbenzylamine)-1-(trifluoroacetyl) piperidine. UV/MS 60/53 (M+ 301), tr (A, MS) 3.267.

後処理

  1. additionwas added
  2. stirringThe reaction mixture was stirred for 5 min
  3. stirringunder stirring
  4. concentrationAfter 20 hours the reaction was concentrated
  5. customtransferred to a reparatory funnel
  6. additioncontaining dichloromethane
  7. distillationdistilled water
  8. additionThe aqueous phase was made basic by addition of Na2CO3
  9. extractionThe aqueous phase was extracted twice with dichloromethane
  10. customThe combined organic layers were collected
  11. dry with materialdried with Na2SO4
  12. concentrationConcentration
  13. customafforded

出典と根拠

ORDレコード
ord-61c53632a2904fda99557544afcad542
出典データセット
uspto-grants-2016_03
特許番号
US09296694B2

反応ノート

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