Dimethylformamide → HCID 68716201、化合物

HRID 29419ノート

反応式

HRID 29419 の反応式
[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][C:15](I)=[C:14]([O:19][CH3:20])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:21][N:22](C=O)C>[C-]#N.[C-]#N.[Zn+2].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][C:15]([C:21]#[N:22])=[C:14]([O:19][CH3:20])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 687156165-Iodo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

生成物 1

HCID 68716201HCID 68716201、化合物収率 72%

試薬・触媒・溶媒 2

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 178418397HCID 178418397、化合物触媒

反応条件

温度
90 °C

実験手順

To 5-iodo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (490 mg, 1.26 mmol) was added 356 mg (3 mmol) of Zn(CN)2, 140 mg of Pd(PPh3)4 and 4 mL of DMF. The mixture was stirred at 90° C. for 3 h. After cooling to room temperature the reaction mixture was loaded onto a silica gel column and was purified by column chromatography to give 260 mg (72% yield) of desired 5-cyano-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester was obtained as a white solid.

後処理

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-707c980154ff4b51afb95eb24d0df3a1
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

反応ノート

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