Triethylamine → 2-(Pyridin-2-ylmethoxy)-isoindole-1.3-dione

HRID 39305

反応式

HRID 39305 の反応式
Cl.Cl[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.[OH:10][N:11]1[C:15](=[O:16])[C:14]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]2[C:12]1=[O:21].C(N(CC)CC)C>C(#N)C.C(OCC)(=O)C>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][O:10][N:11]1[C:12](=[O:21])[C:13]2=[CH:20][CH:19]=[CH:18][CH:17]=[C:14]2[C:15]1=[O:16]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 23392Picolyl chloride hydrochloride

生成物 1

HCID 122139452-(Pyridin-2-ylmethoxy)-isoindole-1.3-dione収率 46%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

2-Chloromethylpyridine hydrochloride (514 mg, 3.13 mmol), N-hydroxyphthalimide (515 mg, 3.18 mmol), and triethylamine (1.3 mL, 9.3 mmol) were mixed in acetonitrile (5 mL) and stirred at 80° C. for 2.5 hours. The reaction mixture was diluted with ethyl acetate and washed sequentially with 1N NaOH(aq), water, and brine. The organic phase was dried over MgSO4, filtered, and concentrated. The residue was recrystallized from ethyl acetate and hexanes to provide N-(pyridine-2-ylmethoxy)phthalimide (364 mg, 1.44 mmol).

後処理

  1. washwashed sequentially with 1N NaOH(aq), water, and brine
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was recrystallized from ethyl acetate and hexanes

出典と根拠

ORDレコード
ord-a0c6c07c91f64f5fb80b8604da9ff8f9
出典データセット
uspto-grants-2013_09
特許番号
US08524764B2

関連ノート

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