tert-Butanol → beta-Methylenephenethyl alcohol

HRID 17783

반응식

HRID 17783 반응식
CC[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:11]([OH:15])(C)(C)C.[Se](=O)=O.C1(C(C)=C)C=CC=CC=1>C(Cl)Cl.C(O)(=O)C>[OH:15][CH2:11][C:9]([C:8]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[CH2:10]

참가 물질

7

반응물 4

HCID 6386tert-ButanolHCID 7407Alpha-MethylstyreneHCID 15600DecaneHCID 24007Selenium Dioxide

생성물 1

HCID 80106beta-Methylenephenethyl alcohol수율 59%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

실험 절차

A 12.5 ml of decane solution of 5 to 6 mol/L of per-tert-butylalcohol is diluted with 50 ml of methylene chloride, then 111 mg of selenium dioxide and 90.1 mg of an acetic acid were added thereto to react while stirring at room temperature for 30 min. Then, 6.5 ml of 2-phenylpropene was added to the reaction solution to react while stirring for 72 hours, followed by condensation under reduced pressure, and purification by silica gel column chromatography to obtain 3.98 g of 3-hydroxy-2-phenylpropene (yield: 59%). Measurement results by 1H-NMR and 13C-NMR of 3-hydroxy-2-phenylpropene obtained are shown below.

후처리

  1. customto react
  2. customto react
  3. stirringwhile stirring for 72 hours
  4. customfollowed by condensation under reduced pressure, and purification by silica gel column chromatography

출처 및 근거

ORD 기록
ord-19597bdefb3548119f1a52e9b0ae7935
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741242B2

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