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Lithium Hydroxide → 3-cyclopropyl-1H-pyrrole-2-carboxylic acid

HRID 524969
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HRID 524969 반응식
[CH:1]1([C:4]2[CH:8]=[CH:7][N:6](S(C3C=CC=CC=3)(=O)=O)[C:5]=2[C:18]([O:20]C)=[O:19])[CH2:3][CH2:2]1.[OH-].[Li+]>O1CCCC1.O>[CH:1]1([C:4]2[CH:8]=[CH:7][NH:6][C:5]=2[C:18]([OH:20])=[O:19])[CH2:2][CH2:3]1
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참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 70922347HCID 70922347, 화합물

생성물 1

HCID 793254553-cyclopropyl-1H-pyrrole-2-carboxylic acid수율 81.6%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

To a suspension of the starting methyl 3-cyclopropyl-1-(phenylsulfonyl)-1H-pyrrole-2-carboxylate (0.9 g, 3 mmol) in tetrahydrofurane (4.6 mL) and water (2.3 mL) was added lithium hydroxide (0.29 g, 12 mmol) and this mixture was heated to 100° C. in a microwave vial during 4 hours. Next, the reaction mixture was poured into water (50 mL) and this aqueous phase was washed with diethyl ether (2×). Afterwards, the aqueous layer was acidified until pH=3 by adding solid phosphoric acid and extracted with ethyl acetate (3×). The organic solution was washed with water and brine, dried (Na2SO4) and concentrated in vacuum to give 370 mg of the title compound.

후처리

  1. washthis aqueous phase was washed with diethyl ether (2×)
  2. additionby adding solid phosphoric acid
  3. extractionextracted with ethyl acetate (3×)
  4. washThe organic solution was washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-b29118530622441c803f73d15e999b80
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340547B2

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