Formamide → 4-Methoxyisoindoline-1,3-dione

HRID 425220

反応式

HRID 425220 の反応式
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:5]2[C:6]([O:8][C:9](=O)[C:4]=12)=[O:7].C([NH2:16])=O>O>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:5]2[C:6]([NH:16][C:9](=[O:8])[C:4]=12)=[O:7]

参加物

4

反応物 2

HCID 713FormamideHCID 2911934-Methoxy-1,3-dihydro-2-benzofuran-1,3-dione

生成物 1

HCID 166382284-Methoxyisoindoline-1,3-dione収率 37%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3-methoxyphthalic anhydride (24.0 g, 134.8 mmol) and formamide (120 ml) was stirred and held at 210° C. for 5 hours and was then allowed to cool to room temperature overnight. Water (100 ml) was added and the solid material filtered off under reduced pressure. The crude product was washed sequentially with 50% aqueous acetone (50 ml) and diethyl ether (200 ml) and sucked dry under reduced pressure to afford 3-methoxyphthalimide (8.95 g, 37%) as an off-white solid. 1H NMR (DMSO-d6) 11.08 (1H, br s), 7.78 (1H, dd), 7.45 (1H, d), 7.36 (1H, d), 3.93 (3H, s). MS: [M+H]+ 178.

後処理

  1. filtrationthe solid material filtered off under reduced pressure
  2. washThe crude product was washed sequentially with 50% aqueous acetone (50 ml) and diethyl ether (200 ml)
  3. customsucked dry under reduced pressure

出典と根拠

ORDレコード
ord-220f11d7740243d296a9df08a33abcbb
出典データセット
uspto-grants-2012_01
特許番号
US08106057B2

関連ノート

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