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Lithium Hydroxide → 5-(3,4-dichlorophenyl)-3-methyl-pentadienoic Acid

HRID 989781
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반응식

HRID 989781 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([CH3:18])=[CH:12][C:13]([O:15]CC)=[O:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Li+].O1CCOCC1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([CH3:18])=[CH:12][C:13]([OH:15])=[O:14])[CH:5]=[CH:6][C:7]=1[Cl:8]
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참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 312751,4-DioxaneHCID 86584516Ethyl 5-(3,4-dichlorophenyl)-3-methyl-pentadienoate

생성물 1

HCID 858118935-(3,4-dichlorophenyl)-3-methyl-pentadienoic Acid수율 102.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of ehtyl 5-(3,4-dichlorophenyl)-3-methyl-pentadienoate (0.120 g, 0.418 mmol) in tetrahydrofuran (0.5 mL) is treated with aqueous 1 M lithium hydroxide (0.5 mL, 0.5 mmol). The cloudy reaction mixture is treated with dioxane (1 mL). After stirring at room temperature for two days, the mixture is concentrated in vacuo. The residue is diluted with 1 M aqueous HCl and extracted several times with chloroform. The organic layers are combined, dried (sodium sulfate), and concentrated in vacuo to yield 0.110 g of a white solid, mp, 212-214° C.

후처리

  1. customThe cloudy reaction mixture
  2. concentrationthe mixture is concentrated in vacuo
  3. additionThe residue is diluted with 1 M aqueous HCl
  4. extractionextracted several times with chloroform
  5. dry with materialdried (sodium sulfate)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-468df6991ec44f49ae05a5de5d5d000e
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06458806B1

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