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

HRID 1180585노트

반응식

HRID 1180585 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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)].

후처리

  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

출처 및 근거

ORD 기록
ord-93e21a5314a74a0eb60270fa3e034b29
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282518B2

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