Acetone → 4-(Allyloxy)phenol

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[CH2:1](I)[CH:2]=[CH2:3].[C:5]1([CH:12]=[CH:11][C:9]([OH:10])=[CH:8][CH:7]=1)[OH:6].C([O-])([O-])=O.[K+].[K+].CC(C)=O>>[CH2:1]([O:6][C:5]1[CH:12]=[CH:11][C:9]([OH:10])=[CH:8][CH:7]=1)[CH:2]=[CH2:3]

참가 물질

반응물 4

HCID 180Acetone

HCID 785Hydroquinone

HCID 11166Allyl iodide

HCID 11430Potassium Carbonate

생성물 1

HCID 17138834-(Allyloxy)phenol수율 41.2%

반응 조건

온도: 40 °C

실험 절차

Allyl iodide (8.2 mL, 89 mmoles) was added to a solution of hydroquinone (7.84 g, 71.2 mmoles) and K2CO3 (19.7 g, 142.4 mmoles) in acetone (102 mmoles). The resulting mixture was heated to 40° C. overnight and concentrated under reduced pressure. The crude products were filtered through a pad of silica with 1:1 hexanes:ethyl acetate. The residue was purified by flash chromatography on a prepacked Biotage column (hexane to 1:1 hexane:ethyl acetate) on silica gel to provide the title compound (4.40 g, 41%).

후처리

concentrationconcentrated under reduced pressure
filtrationThe crude products were filtered through a pad of silica with 1:1 hexanes
customThe residue was purified by flash chromatography on a prepacked Biotage column (hexane to 1:1 hexane:ethyl acetate) on silica gel

출처 및 근거

ORD 기록: ord-27744a5ea8714d8d86bfbc104de5ee09
출처 데이터셋: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06583180B2

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