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

HRID 1871791노트

반응식

HRID 1871791 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-12960c2799d14dfa87d28418d0651193
출처 데이터셋
uspto-grants-2000_08
특허 번호
USRE036831

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