Sodium Hydroxide → (E)-(S)-3-[4-(3-biphenyl-4-yl-but-2-enyloxy)-phenyl]-2-ethoxy-propionic acid

HRID 1268250노트

반응식

HRID 1268250 반응식
[OH-].[Na+].[C:3]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:8]=[CH:7][C:6](/[C:9](/[CH3:29])=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([O:23]CC)=[O:22])=[CH:15][CH:14]=2)=[CH:5][CH:4]=1>C(O)C>[C:3]1([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:4]=[CH:5][C:6](/[C:9](/[CH3:29])=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 11212958(E)-(S)-ethyl 3-[4-(3-biphenyl-4-yl-but-2-enyloxy)-phenyl]-2-ethoxy-propionate

생성물 1

HCID 10093355(E)-(S)-3-[4-(3-biphenyl-4-yl-but-2-enyloxy)-phenyl]-2-ethoxy-propionic acid

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

Sodium hydroxide (1M, 0.45 ml, 0.45 mmol) was added to a solution of (E)-(S)-ethyl 3-[4-(3-biphenyl-4-yl-but-2-enyloxy)-phenyl]-2-ethoxy-propionate (example 1) (0.100 g, 0.225 mmol) in ethanol (20 ml) and the mixture stirred at 70° C. for 2.5 h. After cooling to room temperature the resulting mixture was partitioned between water (50 ml) and ethyl acetate and the aqueous phase collected. The aqueous phase was acidified with 1N hydrochloric acid (5 ml) and extracted with ethyl acetate (100 ml), and the organic phase collected, washed with brine, dried (Na2SO4) and evaporated to give (E)-(S)-3-[4-(3-biphenyl-4-yl-but-2-enyloxy)-phenyl]-2-ethoxy-propionic acid as a white solid; 0.014 g (15%).

후처리

  1. temperatureAfter cooling to room temperature the resulting mixture
  2. customwas partitioned between water (50 ml) and ethyl acetate
  3. customthe aqueous phase collected
  4. extractionextracted with ethyl acetate (100 ml)
  5. customthe organic phase collected
  6. washwashed with brine
  7. dry with materialdried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-5f174470c4b04b9f895607f00e625b9b
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06555577B1

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