Water → 1-Iodo-2-cyano-4-propoxy-benzene

HRID 330837ノート

反応式

HRID 330837 の反応式
O=S(Cl)Cl.[I:5][C:6]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH3:18])=[CH:11][C:7]=1[C:8]([NH2:10])=O.O>CN(C=O)C>[I:5][C:6]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH3:18])=[CH:11][C:7]=1[C:8]#[N:10]

参加物

5

反応物 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 666113302-Iodo-5-propoxy-benzamide

生成物 1

HCID 666142061-Iodo-2-cyano-4-propoxy-benzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
115 °C

実験手順

1.67 mL (22.9 mmol) SOCl2 are added to 1.40 g (4.59 mmol) 2-iodo-5-propoxy-benzamide (XXIX.1) in 40 mL DMF. The mixture is stirred at 115° C. for 1 h. After that time, water is added and the mixture is extracted with EtOAc (3×). The combined organic layers are washed with water and brine, dried over sodium sulphate and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40).

後処理

  1. extractionthe mixture is extracted with EtOAc (3×)
  2. washThe combined organic layers are washed with water and brine
  3. dry with materialdried over sodium sulphate
  4. customthe solvent is removed in vacuo
  5. customThe crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40)

出典と根拠

ORDレコード
ord-a0b5b6a789ff4f9f948b06fda70b774f
出典データセット
uspto-grants-2014_11
特許番号
US08877754B2

反応ノート

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