HCID 15045094, 화합물 → 3-(1-Methylfluoren-9-yl)propionic acid

HRID 1089853노트

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HRID 1089853 반응식
[CH3:1][C:2]1[C:14]2[CH:13]([CH2:15][CH2:16][CH:17]3[O:21]CC[O:18]3)[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.CCCCCC>CC(C)=O>[CH3:1][C:2]1[C:14]2[CH:13]([CH2:15][CH2:16][C:17]([OH:21])=[O:18])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 15045094HCID 15045094, 화합물HCID 21226206Ethyl acetate hexane

생성물 1

HCID 150450953-(1-Methylfluoren-9-yl)propionic acid수율 59.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-[2-(1-Methylfluoren-9-yl)ethyl]-1,3-dioxolane (4.8 g, 17.2 mmol) in 100 mL of acetone was charged slowly with John's reagent (CrO3 : H2SO4 :H2O 4:4:50 by weight) at room temperature. The reaction was monitored by TLC (silica, 10% ethyl acetate/hexane). The reaction mixture was stirred for 6 hr at room temperature, the acetone was evaporated and the residual water was extracted with ethyl acetate twice. The combined organic layers were washed with water until water became colorless. The organic solution was then extracted with 1N aqueous solution of sodium hydroxide. The basic aqueous solution was washed with ethyl acetate, acidified and extracted with ethyl acetate again. The ethyl acetate solution was dried over magnesium sulfate and evaporated. Purification of the crude by short path chromatography (silica, 25% ethyl acetate/hexane) afforded 2.6 g (59.9%) of 3-(1-methylfluoren-9-yl)propionic acid.

후처리

  1. customthe acetone was evaporated
  2. extractionthe residual water was extracted with ethyl acetate twice
  3. washThe combined organic layers were washed with water until water
  4. extractionThe organic solution was then extracted with 1N aqueous solution of sodium hydroxide
  5. washThe basic aqueous solution was washed with ethyl acetate
  6. extractionextracted with ethyl acetate again
  7. dry with materialThe ethyl acetate solution was dried over magnesium sulfate
  8. customevaporated
  9. customPurification of the crude by short path chromatography (silica, 25% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-832c37d086984e9abaf0bb7f753c91cd
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05079260

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