Triethylamine → 1-Acetyl-3-(benzyloxy)-2-methylpyridin-4(1H)-one

HRID 1871791ノート

反応式

HRID 1871791 の反応式
[CH2:1]([O:8][CH:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]=[C:10]1[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](Br)(=[O:19])[CH3:18].C(N(CC)CC)C>CC(C)=O>[C:17]([N:11]1[CH:12]=[CH:13][C:14](=[O:15])[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:10]1[CH3:16])(=[O:19])[CH3:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10482Acetyl bromideHCID 693437942-Methyl-3-(phenylmethoxy)-4(3H)-pyridinone

生成物 1

HCID 186887761-Acetyl-3-(benzyloxy)-2-methylpyridin-4(1H)-one収率 64.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

3-Benzyloxy-2-methylpyrid-4-one (4 g) is dissolved in dry acetone (100 ml). Acetylbromide (3 g) and triethylamine (2.7 g) are added and the resulting mixture is mechanically stirred overnight. The mixture is then filtered and the filtrate is rotary evaporated to dryness. The residue is dissolved in methylene chloride and washed with dilute hydrochloric acid (pH 3.0), then twice with water, and is dried over Na2SO4 and rotary evaporated to yield a solid residue. Recrystallisation of this residue from an ethylacetate/hexane mixture gives 1-acetyl-3-benzyloxy-2-methylpyrid-4-one as an oil (3.1 g).

後処理

  1. filtrationThe mixture is then filtered
  2. customthe filtrate is rotary evaporated to dryness
  3. dissolutionThe residue is dissolved in methylene chloride
  4. washwashed with dilute hydrochloric acid (pH 3.0)
  5. dry with materialtwice with water, and is dried over Na2SO4
  6. customrotary evaporated
  7. customto yield a solid residue
  8. customRecrystallisation of this residue from an ethylacetate/hexane mixture

出典と根拠

ORDレコード
ord-12960c2799d14dfa87d28418d0651193
出典データセット
uspto-grants-2000_08
特許番号
USRE036831

反応ノート

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