Acetonitrile → 2-Cyano-5-(3-phenoxypropoxy)indan-1,3-dione

HRID 1706466ノート

反応式

HRID 1706466 の反応式
[O:1]([CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([C:22]([O:24]C)=O)[C:15](=[CH:20][CH:21]=1)[C:16]([O:18]C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26](#[N:28])[CH3:27].[H-].[Na+]>CCOCC>[C:26]([CH:27]1[C:22](=[O:24])[C:14]2[C:15](=[CH:20][CH:21]=[C:12]([O:11][CH2:10][CH2:9][CH2:8][O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:13]=2)[C:16]1=[O:18])#[N:28]

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 20331397Dimethyl 4-(3-phenoxypropoxy)phthalate

生成物 1

HCID 203314172-Cyano-5-(3-phenoxypropoxy)indan-1,3-dione収率 86%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A mixture of dimethyl 4-(3-phenoxypropoxy)phthalate (6.5 g; 0.019 mole), acetonitrile (10 ml) and sodium hydride (0.69 g of 100%) was stirred at 100° for 6 hours and dry ether added to the cooled yellow product. The solid which separated was filtered off, dissolved in water and the solution strongly acidified with concentrated hydrochloric acid. Filtration of the precipitated solid gave the title compound which recrystallised from ethanol dilute hydrochloric acid with mp 148°-150° (dec) and in 86% yield. (Found; C, 69.00; H, 4.90; N, 4.41; C19H15NO4 0.5H2O requires; C, 69.08; H, 4.88; N, 4.24%).

後処理

  1. customThe solid which separated
  2. filtrationwas filtered off
  3. dissolutiondissolved in water
  4. filtrationFiltration of the precipitated solid

出典と根拠

ORDレコード
ord-56a9145b326945c8a59324d502605ed6
出典データセット
uspto-grants-1980_06
特許番号
US04207335

反応ノート

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