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Chloromethyl Methyl Ether → 1-(Methoxymethyl)oxycarbonyl-1,1-difluoro-2-butyl methacrylate

HRID 2047953
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HRID 2047953 반응식
[C:1]([O:6][CH:7]([CH2:14][CH3:15])[C:8]([C:11]([OH:13])=[O:12])([F:10])[F:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].C1[CH2:20][O:19][CH2:18]C1.COCCl>O>[C:1]([O:6][CH:7]([CH2:14][CH3:15])[C:8]([C:11]([O:13][CH2:18][O:19][CH3:20])=[O:12])([F:10])[F:9])(=[O:5])[C:2]([CH3:4])=[CH2:3]
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참가 물질

5

반응물 3

HCID 7864Chloromethyl Methyl EtherHCID 8028TetrahydrofuranHCID 584134402,2-Difluoro-3-(methacryloyloxy)pentanoic acid

생성물 1

HCID 598638321-(Methoxymethyl)oxycarbonyl-1,1-difluoro-2-butyl methacrylate수율 83%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

Under nitrogen, a 20 mL reactor was charged with 70 mg (0.25 mmol) of 1-hydroxycarbonyl-1,1-difluoro-2-butyl methacrylate (purity: 78%) and 3 mL of THF (dehydrated one), followed by cooling to 0° C. Then, 65 μL (0.47 mmol, 1.9 eq) was added, followed by stirring at 0° C. for 10 min. Then, 30 μL (0.40 mmol, 1.6 eq) of chloromethyl methyl ether was added, followed by stirring at 0° C. for 20 min. Then, 5 mL of water was added to the reaction solution, followed by extraction with diisopropyl ether two times and removal of water with magnesium sulfate. After conducting filtration, diisopropyl ether was distilled off, thereby obtaining 58 mg of the target 1-(methoxymethyl)oxycarbonyl-1,1-difluoro-2-butyl methacrylate. Upon this, purity was 96%, and yield was 83%.

후처리

  1. additionThen, 65 μL (0.47 mmol, 1.9 eq) was added
  2. stirringby stirring at 0° C. for 20 min
  3. extractionfollowed by extraction with diisopropyl ether two times and removal of water with magnesium sulfate
  4. filtrationfiltration, diisopropyl ether
  5. distillationwas distilled off

출처 및 근거

ORD 기록
ord-b0b8664efa1940e492a87844a9c86306
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08592622B2

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