Hydrochloric Acid → 4-(4-Fluorophenyl)but-3-enoic acid

HRID 1645837

반응식

HRID 1645837 반응식
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[Cl-].[C:11]([CH2:14][CH2:15][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:13])=[O:12].CC(C)([O-])C.[K+].[H][H].Cl>O1CCCC1.O.CCOCC>[F:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[CH:15]/[CH2:14][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 680234-FluorobenzaldehydeHCID 10270534(2-Carboxyethyl)triphenylphosphonium chlorideHCID 23665647Potassium tert-butoxideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 103973854-(4-Fluorophenyl)but-3-enoic acid수율 50%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

74.4 g of 4-fluorobenzaldehyde and 233.6 g of β-carboxyethyl-triphenyl phosphonium chloride were suspended in 700 ml of tetrahydrofuran and these were incubated on ice and stirred. Into this 500 ml tetrahydrofuran solution of 141.4 g of potassium tert-butoxide was added slowly dropwise. 30 minutes after temperature was brought to room temperature and then they were stirred for 10 hours. After adding thereto ice water and cleaning with ether, the hydrogen-ion concentration of water layer was set to pH2 with undiluted hydrochloric acid. Extraction was then made with ethyl acetate. After drying with magnesium sulfate and concentration made under reduced pressure, the solid obtained was recrystallized from hydrous ethanol, and 53.98 g of marked compound (yield: 50%) was obtained as white needle crystal.

후처리

  1. custom30 minutes
  2. customwas brought to room temperature
  3. stirringthey were stirred for 10 hours
  4. additionAfter adding
  5. extractionExtraction
  6. dry with materialAfter drying with magnesium sulfate and concentration
  7. customthe solid obtained
  8. customwas recrystallized from hydrous ethanol

출처 및 근거

ORD 기록
ord-44347ce1fe4247e0be8f066c579ce750
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05177089

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