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

HRID 1585446ノート

反応式

HRID 1585446 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-a96755659a1149f1815962c7ca543e0b
出典データセット
uspto-grants-1999_08
特許番号
US05939066

反応ノート

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