Carbon Dioxide → HCID 21685535、化合物

HRID 736861ノート

反応式

HRID 736861 の反応式
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]

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 962WaterHCID 13170366HCID 13170366、化合物HCID 178418244HCID 178418244、化合物

生成物 1

HCID 21685535HCID 21685535、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1cc1f22203dd46e6b81dae17571be04c
出典データセット
uspto-grants-2009_09
特許番号
US07595415B2

反応ノート

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