Trifluoroacetic acid → N-benzyloxy-N-(2-methylpropyl)amine

HRID 976626

反応式

HRID 976626 の反応式
FC(F)(F)C(O)=O.[CH2:8]([O:15][N:16]([CH2:24][CH:25]([CH3:27])[CH3:26])C(=O)OC(C)(C)C)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)Cl>[CH2:8]([O:15][NH:16][CH2:24][CH:25]([CH3:27])[CH3:26])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 19967428tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate

生成物 1

HCID 19967392N-benzyloxy-N-(2-methylpropyl)amine収率 101.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (21 mL, 270 mmol) was added in a single portion to a solution of tert-butyl N-benzyloxy-N-(2-methylpropyl)carbamate (7.6 g, 27 mmol) in methylene chloride (21 mL). A spontaneous reflux occurred. The reaction mixture was stirred without external heating for 20 minutes and then concentrated under vacuum at 45° C. Saturated aqueous sodium bicarbonate was added to the residue followed by a quantity of solid sodium bicarbonate sufficient to bring the pH of the reaction mixture up to a value of 9. The mixture was extracted twice with methylene chloride. The extracts were combined, dried over magnesium sulfate then concentrated under vacuum to provide 4.9 g of N-benzyloxy-N-(2-methylpropyl)amine as an oil.

後処理

  1. temperatureA spontaneous reflux
  2. temperaturewithout external heating for 20 minutes
  3. concentrationconcentrated under vacuum at 45° C
  4. additionSaturated aqueous sodium bicarbonate was added to the residue
  5. extractionThe mixture was extracted twice with methylene chloride
  6. dry with materialdried over magnesium sulfate
  7. concentrationthen concentrated under vacuum

出典と根拠

ORDレコード
ord-dc8021c5fc3a41f08acdf0f7506a6e60
出典データセット
uspto-grants-1997_03
特許番号
US05612377

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