Methanol → 6-Hydroxy-a-methyl carbazole-2-acetic acid

HRID 484260노트

반응식

HRID 484260 반응식
C([O:3][C:4](=[O:21])[CH:5]([CH3:20])[C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([OH:19])[CH:14]=3)[NH:9][C:8]=2[CH:7]=1)C.[OH-].[K+].CO>O>[OH:19][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]1[CH:7]=[C:6]([CH:5]([CH3:20])[C:4]([OH:21])=[O:3])[CH:18]=[CH:17][C:16]2=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 54544615HCID 54544615, 화합물

생성물 1

HCID 199357086-Hydroxy-a-methyl carbazole-2-acetic acid수율 48.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture consisting of 6-hydroxy-α-methyl carbazole-2-acetic acid ethyl ester (5.0 g, 0.021 mol), potassium hydroxide (5.0 g, 0.089 mol), methanol (300 mL), and water (20 mL) is refluxed for 15 hours. The reaction mixture is cooled concentrated and acidified with a 1:1 solution of concentrated HCl and water to pH 1. The aqueous layer is extracted with ether (4×300 mL), washed with water (200 mL), brine (200 mL), dried over MgSO4, filtered and concentrated to give 2.6 g of product as a foam.

후처리

  1. temperatureis refluxed for 15 hours
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated
  4. extractionThe aqueous layer is extracted with ether (4×300 mL)
  5. washwashed with water (200 mL), brine (200 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3c89545c8f3f47e8b06fa48fd4267646
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05229516

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