Thiophenol → HCID 19855338, 화합물

HRID 854958노트

반응식

HRID 854958 반응식
C[O:2][C:3]1[CH:4]=[C:5]([C:9]([CH3:13])([CH3:12])[CH:10]=[O:11])[CH:6]=[CH:7][CH:8]=1.C1(S)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CN1CCCC1=O>[OH:2][C:3]1[CH:4]=[C:5]([C:9]([CH3:13])([CH3:12])[CH:10]=[O:11])[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 132969932-(3-Methoxyphenyl)-2-methylpropanal

생성물 1

HCID 19855338HCID 19855338, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
212.5 °C

실험 절차

To a solution of 2-(3-methoxyphenyl)-2-methylpropanal (20.0 g, 112 mmoles) in 90 mL of N-methylpyrrolidinone was added thiophenol (11.5 mL, 112 mmoles) and anhydrous K2CO3 (1.55 g, 11.2 mmoles). The mixture was stirred at 210-215 ° C. for 3 h. After cooling, the mixture was partitioned between Et2O and 5% aqueous NaOH. The aqueous layer was acidified with dilute HCl and extracted with DCM. The combined organic extracts were dried over Na2SO4, filtered, and evaporated. Chromatography of the residue using 25% EtOAc—hexane as eluent gave the title compound, 10.3 g, as a pale yellow oil.

후처리

  1. temperatureAfter cooling
  2. customthe mixture was partitioned between Et2O and 5% aqueous NaOH
  3. extractionextracted with DCM
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-a19de66661c4486281a79671dab7af78
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259266B2

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