Bis(trimethylsilyl)carbodiimide → N-(5'-(3-chloro-5-fluorophenyl)-5,6,8,9-tetrahydro-3'H-spiro[benzo[7]annulene-7,2'-benzofuran]-3'-ylidene)cyanamide

HRID 1503417ノート

反応式

HRID 1503417 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[CH:11][C:12]3[O:16][C:15]4([CH2:22][CH2:21][C:20]5[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=5[CH2:18][CH2:17]4)[C:14](=O)[C:13]=3[CH:28]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.C[Si]([N:33]=[C:34]=[N:35][Si](C)(C)C)(C)C>C(Cl)Cl.Cl[Ti](Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[CH:11][C:12]3[O:16][C:15]4([CH2:22][CH2:21][C:20]5[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=5[CH2:18][CH2:17]4)[C:14](=[N:35][C:34]#[N:33])[C:13]=3[CH:28]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

参加物

5

反応物 2

HCID 70473Bis(trimethylsilyl)carbodiimideHCID 581980625'-(3-chloro-5-fluorophenyl)-5,6,8,9-tetrahydro-3'H-spiro[benzo[7]annulene-7,2'-benzofuran]-3'-one

生成物 1

HCID 86652173N-(5'-(3-chloro-5-fluorophenyl)-5,6,8,9-tetrahydro-3'H-spiro[benzo[7]annulene-7,2'-benzofuran]-3'-ylidene)cyanamide

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 5′-(3-chloro-5-fluorophenyl)-5,6,8,9-tetrahydro-3′H-spiro[benzo[7]annulene-7,2′-benzofuran]-3′-one (0.0607 g, 0.155 mmol) in CH2Cl2 (5 mL) was added 0.7 mL of 1.0 M TiCl4 in CH2Cl2 at room temperature. After 1 h, 0.28 mL of bis(trimethylsilyl)carbodiimide was added to the red solution. The resulting mixture was then stirred at room temperature for 18 h. The mixture was quenched with ice, diluted with CH2Cl2, and dried over Na2SO4. After the solvent was removed under reduced pressure, the crude product was directly used in the next step without further purification.

後処理

  1. customThe mixture was quenched with ice
  2. additiondiluted with CH2Cl2
  3. dry with materialdried over Na2SO4
  4. customAfter the solvent was removed under reduced pressure
  5. customthe crude product was directly used in the next step without further purification

出典と根拠

ORDレコード
ord-44d9d81e0ddc4bd0bb3e2a416c8b881e
出典データセット
uspto-grants-2015_12
特許番号
US09212153B2

反応ノート

読み込み中…