Sodium Hydroxide → 3-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid

HRID 984940노트

반응식

HRID 984940 반응식
C([O:3][C:4](=[O:31])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]=[C:16]([C:24]2[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][CH:25]=2)[C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)=[CH:9][CH:8]=1)C.[OH-].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Br:23][C:20]1[CH:19]=[CH:18][C:17]([C:16]([C:24]2[CH:25]=[CH:26][C:27]([Br:30])=[CH:28][CH:29]=2)=[CH:15][CH2:14][O:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:4]([OH:31])=[O:3])=[CH:8][CH:9]=2)=[CH:22][CH:21]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 102092253-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic Acid Ethyl Ester

생성물 1

HCID 101861233-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid수율 58.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1140Toluene용매

실험 절차

To a solution of 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid ethyl ester (example 5) (1.0 g, 2.0 mmol) in toluene (20 mL) and ethanol (50 mL) was added 1N NaOH (10.0 mL) and the reaction mixture was stirred for 16 h at room temperature. The reaction mixture was concentrated in vacuo and 1N HCl added. The product was extracted with ethyl acetate (x 3). The organic layers were combined, washed with water, dried (MgSO4), filtered and concentrated in vacuo. The residue was recrystalised from warm ethanol (100 mL), witch was concentrated to 60 mL, and cooled, to give 600 mg (56%) of the title compound.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo and 1N HCl
  2. additionadded
  3. extractionThe product was extracted with ethyl acetate (x 3)
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was recrystalised
  9. temperaturefrom warm ethanol (100 mL), witch
  10. concentrationwas concentrated to 60 mL
  11. temperaturecooled

출처 및 근거

ORD 기록
ord-2bdc8716f9da47f1b501f095c86362b3
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06869967B2

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