Chloromethyl Methyl Ether → HCID 23132781, 화합물

HRID 2062056노트

반응식

HRID 2062056 반응식
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:22][O:23][CH2:24]Cl.C(=O)(O)[O-].[Na+]>ClCCl>[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:22][O:23][CH3:24])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 109208304-fluoronaphthalen-1-ol

생성물 1

HCID 23132781HCID 23132781, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 1.91 g of 4-fluoro-1-hydroxynaphthalene in 40 ml of dry dichloromethane in an ice/salt bath was added by syringe 2.64 ml of diisopropylethylamine followed by 1.11 ml of methoxymethylchloride. The mixture was stirred at 0° C. for 0.5 h, allowed to warm to ambient temperature and stirred for 14 h. The reaction mixture was poured into saturated sodium bicarbonate, extracted with dichloromethane, dried (sodium sulphate), filtered and concentrated to a yellow oil. The material was purified by flash chromatography on silica gel eluting with toluene/heptanes to provide 1.98 g of 4-fluoro-1-methoxymethoxynaphthalene.

후처리

  1. temperatureto warm to ambient temperature
  2. stirringstirred for 14 h
  3. extractionextracted with dichloromethane
  4. dry with materialdried (sodium sulphate)
  5. filtrationfiltered
  6. concentrationconcentrated to a yellow oil
  7. customThe material was purified by flash chromatography on silica gel eluting with toluene/heptanes

출처 및 근거

ORD 기록
ord-8a622e522a944a63b8e5122452202d1e
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283479B2

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