Quinone → HCID 11095126, 화합물

HRID 1374131

반응식

HRID 1374131 반응식
C1(C2C3C(=CC=CC=3)C=CC=2)C2C(=CC=CC=2)C=CC=1.O1CCN=C1.[CH3:26][C:27](=[C:36]([CH3:38])[CH3:37])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[OH:35].C1(=O)C=CC(=O)C=C1>[Pd].CO>[C:36]([C@:27]1([CH3:26])[CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[O:35]1)([CH3:38])=[CH2:37]

참가 물질

7

반응물 4

HCID 4650QuinoneHCID 117891,1'-BinaphthylHCID 68157OxazolineHCID 117451632-(2,3-Dimethyl-2-butenyl)phenol

생성물 1

HCID 11095126HCID 11095126, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

A polymer-carrying optically active binaphthyl type oxazoline compound-palladium complex (palladium content, 0.02 mmol), 35.2 mg (0.2 mmol) of 2-(2,3-dimethyl-2-butenyl)-phenol and 86.4 mg (0.8 mmol) of benzoquinone were added to 1 ml of methanol and then stirred at 60° C. for 20 hours. After cooling to room temperature, the resin was filtered and washed twice with 1 ml of methanol. The solution was concentrated under a reduced pressure, and the resulting residue was purified by a silica gel column chromatography (hexane/ethyl acetate=95/5) to obtain (S)-2-isopropenyl-2-methyl-2,3-dihydrobenzofuran as a colorless oil.

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationthe resin was filtered
  3. washwashed twice with 1 ml of methanol
  4. concentrationThe solution was concentrated under a reduced pressure
  5. customthe resulting residue was purified by a silica gel column chromatography (hexane/ethyl acetate=95/5)

출처 및 근거

ORD 기록
ord-76514e6f8aa3495089a0a80be597a13a
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07164026B2

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