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Diisobutylaluminum hydride → (4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanol

HRID 2062124
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HRID 2062124 반응식
C([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[N:10]=1)=O)C.CC(C[AlH]CC(C)C)C>C1COCC1>[F:14][C:11]([F:12])([F:13])[C:9]1[N:10]=[C:6]([CH2:4][OH:3])[S:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 23560697Ethyl 4-(trifluoromethyl)thiazole-2-carboxylate

생성물 1

HCID 23560688(4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

4-Trifluoromethyl-thiazole-2-carboxylic acid ethyl ester (131 mg) was dissolved in THF (5 ml). The reaction mixture was then cooled to −78° C. DIBAL-H (4.7 ml, 1.0 M in tetrahydrofurane) was added slowly during a period of 10 min. The cooling bath was removed, and the solution was kept under stirring for 30 min at RT. The solution was then cooled to 0° C., and NaF (784 mg) was added, followed by the slow addition of 3 ml water. The product was extracted by ethyl acetate. The solvent was removed, and the crude product was used in alkylation reactions without further purification.

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후처리

  1. customThe cooling bath was removed
  2. temperatureThe solution was then cooled to 0° C.
  3. additionNaF (784 mg) was added
  4. additionfollowed by the slow addition of 3 ml water
  5. extractionThe product was extracted by ethyl acetate
  6. customThe solvent was removed
  7. customthe crude product was used in alkylation reactions without further purification

출처 및 근거

ORD 기록
ord-72c93f292b324972a66dfae5f58af0b6
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08283479B2

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