Tetrahydrofuran → 2,3-Dihydro-6hydroxymethylimidazo[2,1-b]thiazole

HRID 992914노트

반응식

HRID 992914 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C1COCC1.[S:12]1[CH2:16][CH2:15][N:14]2[CH:17]=[C:18]([C:20](OCC)=[O:21])[N:19]=[C:13]12>O>[OH:21][CH2:20][C:18]1[N:19]=[C:13]2[N:14]([CH:17]=1)[CH2:15][CH2:16][S:12]2

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 18183084Ethyl 2,3-dihydroimidazo[2,1-b]thiazole-6-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 181830822,3-Dihydro-6hydroxymethylimidazo[2,1-b]thiazole수율 100%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Lithium aluminium hydride (280 mg, 7.3 mmol) was suspended in dry, redistilled THF (20 ml) under argon and treated dropwise with a solution (THF, 20 ml), of ethyl 2,3-dihydroimidazo[2,1-b]thiazole-6-carboxylate (1.32 g, 6.7 mmol). After 2 h, water was added carefully until effervescence ceased when the mixture was filtered through Celite, the filter pad washed with THF and water and the filtrate and washings combined and evaporated to dryness under reduced pressure. The residue was evaporated twice from ethanol to give the title compound as a white solid (1.03 g, 100%); dH (250 MHz; CD3OD) 3.73-3.95 (2H, m), 4.06-4.30 (2H, m), 4.42 (2H, s), 7.04 (1H, s).

후처리

  1. customin dry
  2. distillationredistilled THF (20 ml) under argon
  3. filtrationwas filtered through Celite
  4. washthe filter pad washed with THF and water
  5. customevaporated to dryness under reduced pressure
  6. customThe residue was evaporated twice from ethanol

출처 및 근거

ORD 기록
ord-11c0cda33a804287ab8b876eaca2eee3
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06472383B1

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