Carbon Dioxide → HCID 21685535, 화합물

HRID 736861노트

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HRID 736861 반응식
BrC(Br)=C[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][Si:11]([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12].[CH2:19]([Li])[CH2:20]CC.CCCCCC.[C:30](=[O:32])=[O:31].O>O1CCCC1>[Si:11]([O:10][C:5]1[CH:4]=[CH:9][C:8]([CH2:19][CH2:20][C:30]([OH:32])=[O:31])=[CH:7][CH:6]=1)([C:14]([CH3:15])([CH3:16])[CH3:17])([CH3:12])[CH3:13]

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 962WaterHCID 13170366HCID 13170366, 화합물HCID 178418244HCID 178418244, 화합물

생성물 1

HCID 21685535HCID 21685535, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1-dibromo-2-(tert-butyldimethylsilyloxyphenyl)ethylene (190.9 mg, 0.487 mmol) prepared in 2) was dissolved in tetrahydrofuran (2.9 ml) in nitrogen atmosphere, and a 1.58 mol/l n-butyllithium/hexane solution (832 μl, 1.31 mmol) was dropwise added at −78° C. After stirring for one hour, crushed dry ice was added to return the solution to 0° C. After stirring for 10 minutes, water was added, and the solution was concentrated under reduced pressure. The residue was diluted with diethyl ether and extracted with water. The obtained aqueous layer was acidified (pH=4) with a saturated potassium hydrogen sulfate aqueous solution and extracted with ethyl acetate. The obtained organic layer was washed with a saturated salt solution, dried over anhydrous sodium sulfate, subjected to filtration and concentrated under reduced pressure to give 3-(4-tert-butyldimethylsilyloxyphenyl)propionic acid (134.6 mg, quant.) as crude crystals.

후처리

  1. additionwas added
  2. customto 0° C
  3. stirringAfter stirring for 10 minutes
  4. concentrationthe solution was concentrated under reduced pressure
  5. additionThe residue was diluted with diethyl ether
  6. extractionextracted with water
  7. extractionextracted with ethyl acetate
  8. washThe obtained organic layer was washed with a saturated salt solution
  9. dry with materialdried over anhydrous sodium sulfate
  10. filtrationsubjected to filtration
  11. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1cc1f22203dd46e6b81dae17571be04c
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595415B2

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