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

HRID 992914ノート

反応式

HRID 992914 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-11c0cda33a804287ab8b876eaca2eee3
出典データセット
uspto-grants-2002_10
特許番号
US06472383B1

反応ノート

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