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Water → 2-Phenoxycyclohexanone

HRID 1839174
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HRID 1839174 반응식
[O:1]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.O.C(OCC)C>CC(C)=O>[O:1]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 11206316Cyclohexanol, 2-phenoxy-HCID 131709961Jones' reagent

생성물 1

HCID 2620892-Phenoxycyclohexanone

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-Phenoxy-cyclohexanol (13.64 g, 0.071 mol) was dissolved in acetone (260 mL), cooled to between 0° C. to 5° C., and Jones Reagent (2 M, 78 mL) was added dropwise. The reaction was stirred for 4.5 hours. The reaction mixture was poured into water (250 mL), and diethyl ether (500 mL) was added. The organic phase was separated from the aqueous phase, then washed with water, dried (over MgSO4), and concentrated to yellow crystals. The crystals were recrystallized from pentane to give 2-phenoxy-cyclohexanone (a compound of general Formula III) (10.22 g, 76%). 1 HNMR (CDCl3): δ7.2 (m, 2H), 7.0 (m, 2H), 6.8 (d, 1H), 4.6 (m, 1H), 2.6 (m, 1H), 2.4 (m, 2H), 2.0-1.8 (m, 5H) ppm.

후처리

  1. additionwas added dropwise
  2. additionwas added
  3. customThe organic phase was separated from the aqueous phase
  4. washwashed with water
  5. dry with materialdried (over MgSO4)
  6. concentrationconcentrated to yellow crystals
  7. customThe crystals were recrystallized from pentane

출처 및 근거

ORD 기록
ord-bbe9f6de000e45b8a7aba189e552af43
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06677355B1

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