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

HRID 1889180노트

반응식

HRID 1889180 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2ece949582294b6d9827059fc272d45b
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501955B2

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