Nitrogen → (2-(Methoxymethyl)oxazol-4-yl)methanol

HRID 82844ノート

反応式

HRID 82844 の反応式
N#N.[CH3:3][O:4][CH2:5][C:6]1[O:7][CH:8]=[C:9]([C:11](OC)=[O:12])[N:10]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1>[CH3:3][O:4][CH2:5][C:6]1[O:7][CH:8]=[C:9]([CH2:11][OH:12])[N:10]=1

参加物

6

反応条件

温度
0 °C

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of methyl 2-(methoxymethyl)oxazole-4-carboxylate (192 mg, 1.12 mmol) in THF (11 mL) was treated dropwise at 0° C. with LiAlH4 (1.35 mL of a 1.0 M solution in THF, 1.35 mmol) and the resulting solution was stirred for 20 min at 0° C. The reaction mixture was carefully treated with water (1.0 mL) 1N NaOH (1.0 mL) followed by water (1.0 mL) and the mixture was stirred for 1 h at rt. The resulting suspension was filtered, extracted with EA and the combined org. layers were dried over MgSO4, filtered and the solvent was removed under reduced pressure to give the title compound as a brown oil. LC-MS-conditions 07: tR=0.33 min; [M+H]+=144.08.

後処理

  1. stirringthe mixture was stirred for 1 h at rt
  2. filtrationThe resulting suspension was filtered
  3. extractionextracted with EA
  4. dry with materiallayers were dried over MgSO4
  5. filtrationfiltered
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-d8bd6106f0cd494e8e10357b93122bd2
出典データセット
uspto-grants-2014_09
特許番号
US08846733B2

反応ノート

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