Dimethyl Sulfoxide → 1H-Pyrrol-1-ylacetic acid

HRID 2252966

반응식

HRID 2252966 반응식
[OH-].[K+].CS(C)=O.[NH:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.Br[CH2:13][C:14]([O:16]CC)=[O:15]>O>[N:7]1([CH2:13][C:14]([OH:16])=[O:15])[CH:11]=[CH:10][CH:9]=[CH:8]1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 7748Ethyl bromoacetateHCID 8027PyrroleHCID 14797Potassium Hydroxide

생성물 1

HCID 2420271H-Pyrrol-1-ylacetic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of potassium hydroxide (16.7 g) and dry DMSO (150 mL), pyrrole (5 g) was added dropwise at 20-25° C., with stirring under nitrogen atmosphere. Stirring was continued for 1 hr at 20-25° C. Ethyl bromoacetate (24.5 g) was added dropwise at 20-25° C. and stirring was continued for 2 hr. In the reaction mixture (150 mL) DM water was added and pH was made acidic (pH=3) with 20% HCI (50 mL). The reaction mixture was extracted with diethyl ether (2×100 mL). The combined organic extract was washed with DM water (100 mL), saturated brine (100 mL) and dried over Na2SO4. The solvent was evaporated to obtain pyrrol-1-yl-acetic acid.

후처리

  1. additionwas added dropwise at 20-25° C.
  2. stirringStirring
  3. stirringstirring
  4. waitwas continued for 2 hr
  5. extractionThe reaction mixture was extracted with diethyl ether (2×100 mL)
  6. extractionThe combined organic extract
  7. washwas washed with DM water (100 mL), saturated brine (100 mL)
  8. dry with materialdried over Na2SO4
  9. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-2a1eb190d0104ef19d35982f9a85b105
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323491B2

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