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

HRID 1182646
ノート
印刷プレビュー

反応式

HRID 1182646 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
0 °C

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-096255fd802f46a29de630ec9c9026b9
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08663903B2

反応ノート

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