Trifluoroacetic acid → Rac-2-methyl-3-phenyl-2,6-diazaspiro[3.5]nonan-1-one

HRID 1036733ノート

反応式

HRID 1036733 の反応式
[CH3:1][N:2]1[CH:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:4]2([CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]2)[C:3]1=[O:24].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[CH:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:4]2([CH2:16][CH2:15][CH2:14][NH:13][CH2:12]2)[C:3]1=[O:24]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71060344Tert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylate

生成物 1

HCID 71060408Rac-2-methyl-3-phenyl-2,6-diazaspiro[3.5]nonan-1-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution comprising tert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylate (1.2 g, 3.63 mmol) and TFA (1.399 ml, 18.16 mmol) in DCM (20 ml) was stirred at RT for 4 days. The reaction mixture was concentrated in vacuo and the resulting crude product was dissolved with methanol (5 ml) and passed through a 10 g SCX-2 cartridge. The product was eluted with 2M NH3 in methanol (70 ml) and the relevant fractions were combined and concentrated in vacuo to afford the title compound as a yellow oil;

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe resulting crude product was dissolved with methanol (5 ml)
  3. washThe product was eluted with 2M NH3 in methanol (70 ml)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3de07fc0f22948709b9bab385a90bcb4
出典データセット
uspto-grants-2013_10
特許番号
US08546416B2

反応ノート

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