Methane → 2-(4-Carboxyphenyl)-1H-benzimidazole-6-carboxylic acid

HRID 1882902ノート

反応式

HRID 1882902 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13]3[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][CH:6]=1)=[O:4].[Li+].[OH-].C>C1COCC1.O>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[NH:12][C:13]3[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:9][CH:10]=1)([OH:4])=[O:2]

参加物

6

反応物 3

HCID 297MethaneHCID 3939Lithium HydroxideHCID 160843592-[4-(Methoxycarbonyl)phenyl]-1H-benzimidazole-6-carboxylic acid

生成物 1

HCID 49154222-(4-Carboxyphenyl)-1H-benzimidazole-6-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-(4-methoxycarbonyl-phenyl)-3H-benzoimidazole-5-carboxylic acid (4.1 g) in THF (15 mL) and water (18 mL) and LiOH (1.74 g) was stirred for 16 hours at room temperature and then mixed with hot water (100 mL) and charcoal. The mixture was filtered and the filtrate was diluted with ice and water (100 mL) and acidified with conc. HCl. The crude diacid was filtered, washed with water and ether and then recrystallized from THF and MeOH. Yield 3.3 g; TLC single spot [CH2Cl2—CH3OH (9:1)].

後処理

  1. filtrationThe mixture was filtered
  2. additionthe filtrate was diluted with ice and water (100 mL)
  3. filtrationThe crude diacid was filtered
  4. washwashed with water and ether
  5. customrecrystallized from THF and MeOH

出典と根拠

ORDレコード
ord-dc6bcb4f152a47cd8f74a9b579706cdf
出典データセット
uspto-grants-2004_07
特許番号
US06759425B2

反応ノート

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