Sodium Hydroxide → 5-chloro-2-methyl-1H-indole-7-carboxylic acid

HRID 855264노트

반응식

HRID 855264 반응식
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([Cl:15])[CH:8]=[C:9]2[C:13]=1[NH:12][C:11]([CH3:14])=[CH:10]2)=[O:4].[OH-].[Na+]>CO>[Cl:15][C:7]1[CH:8]=[C:9]2[C:13](=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=1)[NH:12][C:11]([CH3:14])=[CH:10]2

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69347467HCID 69347467, 화합물

생성물 1

HCID 693469145-chloro-2-methyl-1H-indole-7-carboxylic acid수율 73.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 5-chloro-2-methyl-1H-indole-7-carboxylic acid methyl ester (30 mg, 0.13 mmol) in MeOH (5 ml) was added 1N NaOH(aq) (268 μl, 0.27 mmol) and the reaction mixture was refluxed for 2 h. The reaction mixture was concentrated in vacuo and water was added. The aqueous layer was acidified to pH3 using 1N HCl and the aqueous layer was extracted with EtOAc. The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give the desired product (20 mg, 71%) which did not require further purification. MS (ISP) 208.1 (M−H)−.

후처리

  1. temperaturethe reaction mixture was refluxed for 2 h
  2. concentrationThe reaction mixture was concentrated in vacuo and water
  3. additionwas added
  4. extractionthe aqueous layer was extracted with EtOAc
  5. dry with materialThe organic layer was dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6d07f739d2544cdb8b632e66c8d54710
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259183B2

반응 노트

불러오는 중…