Water → Tert-butyl (5-ethynylthiazol-2-yl)carbamate

HRID 1889180ノート

反応式

HRID 1889180 の反応式
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[S:9][C:10]([C:13]#[C:14][Si](C)(C)C)=[CH:11][N:12]=1)([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].O.C(OCC)(=O)C>CO>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[S:9][C:10]([C:13]#[CH:14])=[CH:11][N:12]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 45117882Tert-butyl (5-((trimethylsilyl)ethynyl)thiazol-2-yl)carbamate

生成物 1

HCID 57737416Tert-butyl (5-ethynylthiazol-2-yl)carbamate収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (5-trimethylsilanylethynyl-thiazol-2-yl)-carbamic acid tert-butyl ester (1.67 g, 5.633 mmol) was dissolved in methanol (20 ml) was added K2CO3 (0.389 g, 2.816 mmol) and stirred at room temperature overnight. Then the reaction was heated at 50° C. for 2 hrs. Methanol was removed under reduced pressure. The residue obtained was partioned between water (50 ml) and ethyl acetate (50 ml). The layers were separated. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to provide (5-ethynyl-thiazol-2-yl)-carbamic acid tert-butyl ester (1.2 g).

後処理

  1. temperatureThen the reaction was heated at 50° C. for 2 hrs
  2. customMethanol was removed under reduced pressure
  3. customThe residue obtained
  4. customThe layers were separated
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2ece949582294b6d9827059fc272d45b
出典データセット
uspto-grants-2013_08
特許番号
US08501955B2

反応ノート

読み込み中…