Water → HCID 66855418、化合物

HRID 2402447ノート

反応式

HRID 2402447 の反応式
[C:1]([C:3]1[C:4]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])=[C:5]([C:9]([O:11]CC)=[O:10])[S:6][C:7]=1[I:8])#[N:2].O1CCCC1.O.[OH-].[Na+]>Cl>[C:1]([C:3]1[C:4]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])=[C:5]([C:9]([OH:11])=[O:10])[S:6][C:7]=1[I:8])#[N:2]

参加物

6

反応物 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 59250036HCID 59250036、化合物

生成物 1

HCID 66855418HCID 66855418、化合物収率 99%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

To a solution of ethyl 4-cyano-3-(2,4-dichlorophenyl)-5-iodothiophene-2-carboxylate (1.26 g, 0.00279 mol) in Tetrahydrofuran (20 mL, 0.3 mol) was added water (9.2 mL, 0.51 mol) and 1M NaOH (19.5 mL, 0.0195 mol) and the solution was stirred at room temperature for 2 days. The mixture was acidified by 1M HCl (20 mL), extracted with EtOAc (3×100 mL). The organic extracts were combined, dried over Na2SO4, filtered and evaporated to afford the product (1.17 g, 99%). LCMS: (FA) ES+, 424, 426. 1H NMR (400 MHz, d1-chloroform) δ: 7.62-7.60 (m, 1H) 7.45-7.41 (m, 1H), 7.36-7.33 (m, 1H).

後処理

  1. extractionextracted with EtOAc (3×100 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated

出典と根拠

ORDレコード
ord-c60a70cbda464786a593ef45f8fba9a5
出典データセット
uspto-grants-2014_08
特許番号
US08796314B2

反応ノート

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