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Tetrahydrofuran → Methacrylic acid 1-(1-ethylcyclopentyloxycarbonyl)-1,1-difluoro-2-butyl ester

HRID 1182646
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HRID 1182646 반응식
[OH:1][C:2]([C:4]([F:15])([F:14])[CH:5]([O:8][C:9](=[O:13])[C:10]([CH3:12])=[CH2:11])[CH2:6][CH3:7])=[O:3].C1COCC1.C(N(CC)CC)C.Cl[C:29]1([CH2:34][CH3:35])[CH2:33][CH2:32][CH2:31][CH2:30]1>O>[CH2:34]([C:29]1([O:3][C:2]([C:4]([F:14])([F:15])[CH:5]([O:8][C:9](=[O:13])[C:10]([CH3:12])=[CH2:11])[CH2:6][CH3:7])=[O:1])[CH2:33][CH2:32][CH2:31][CH2:30]1)[CH3:35]
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참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 128595681-Chloro-1-ethylcyclopentaneHCID 584134402,2-Difluoro-3-(methacryloyloxy)pentanoic acid

생성물 1

HCID 66686759Methacrylic acid 1-(1-ethylcyclopentyloxycarbonyl)-1,1-difluoro-2-butyl ester수율 83%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
0 °C

실험 절차

A 2 L reactor was charged under nitrogen with 5.6 g (purity 78%, 20.0 mmol) of methacrylic acid 1-hydroxycarbonyl-1,1-difluoro-2-butyl ester and 240 mL of THF (dehydrated), followed by cooling down to 0° C., adding 5.2 mL (37.6 mmol/1.9 equivalents) of triethylamine, and stirring at 0° C. for 10 minutes. Then, furthermore 14.24 g (3.2 mmol/1.6 equivalents) of 1-chloro-1-ethylcyclopentane was added, followed by stirring at 0° C. for 20 minutes. To the reaction liquid 800 mL of water was added, followed by extraction two times with diisopropyl ether, removing water by magnesium sulfate, conducting a filtration, and distilling diisopropyl ether out, thereby obtaining 5.52 g of the target methacrylic acid 1-(1-ethylcyclopentyloxycarbonyl)-1,1-difluoro-2-butyl ester. Upon this, purity was 96%, and yield was 83%.

후처리

  1. stirringby stirring at 0° C. for 20 minutes
  2. additionwas added
  3. extractionfollowed by extraction two times with diisopropyl ether
  4. customremoving water by magnesium sulfate
  5. filtrationa filtration
  6. distillationdistilling diisopropyl ether out

출처 및 근거

ORD 기록
ord-096255fd802f46a29de630ec9c9026b9
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08663903B2

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