Chlorodifluoromethane → (E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-1-ol

HRID 1449846ノート

反応式

HRID 1449846 の反応式
C([O:5][C:6]([CH:8]([CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[C:9](OCC)=O)=O)(C)(C)C.CC(C)([O-])C.[Na+].ClC(F)[F:31].O.[Cl-].[Na+].O>O1CCCC1>[F:31]/[CH:9]=[C:8](\[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)/[CH2:6][OH:5]

参加物

6

反応物 4

HCID 6372ChlorodifluoromethaneHCID 15342050Ethyl 2-(t-butoxycarbonyl)-4-(p-fluorophenyl)butyrateHCID 23676156Sodium t-butoxideHCID 23713072Sodium chloride dihydrate

生成物 1

HCID 10943450(E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
45 °C

実験手順

Combine ethyl 2-(t-butoxycarbonyl)-4-(p-fluorophenyl)butyrate (32.14 g) and sodium t-butoxide (19.81 g) in tetrahydrofuran (400 mL). Stir the mixture for 1 hour, then heat to 45° C. Add an excess of chlorodifluoromethane over about 15 minutes. After 1 hour under an atmosphere of chlorodifluoromethane, allow the temperature to fall to ambient. Pour the reaction mixture into water/brine. Extract with diethyl ether. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give the title compound.

後処理

  1. waitAfter 1 hour under an atmosphere of chlorodifluoromethane
  2. extractionExtract with diethyl ether
  3. dry with materialDry the organic layer over MgSO4
  4. filtrationfilter
  5. customevaporate in vacuo

出典と根拠

ORDレコード
ord-8e581fb653ac44c3bb8cb95a9dfb5aa9
出典データセット
uspto-grants-1997_02
特許番号
US05599986

反応ノート

読み込み中…