4-Fluorophenol → (S)-4-[(4-fluorophenoxy)methyl]-2,2-dimethyl-1,3-dioxolane

HRID 1085682ノート

反応式

HRID 1085682 の反応式
[Na].[F:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.CS(O[CH2:15][C@H:16]1[CH2:20][O:19][C:18]([CH3:22])([CH3:21])[O:17]1)(=O)=O>COCCO>[F:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:15][C@H:16]2[CH2:20][O:19][C:18]([CH3:22])([CH3:21])[O:17]2)=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 97324-FluorophenolHCID 5360545SodiumHCID 15570842Methanesulfonic acid [(R)-2,2-dimethyl-[1,3]dioxolan-4-yl]methyl ester

生成物 1

HCID 15725175(S)-4-[(4-fluorophenoxy)methyl]-2,2-dimethyl-1,3-dioxolane収率 97.3%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒2 回

実験手順

To a stirred solution of 2.7 parts of sodium in 50 parts of 2-methoxyethanol were added 13.2 parts of 4-fluorophenol. The whole was stirred for 15 minutes. A solution of 24.8 parts of (-)-(R)-2,2-dimethyl-1,3-dioxolane-4-methanol methanesulfonate (ester) in 70 parts of 2-methoxyethanol was added dropwise quickly. Stirring was continued for 1.5 hours at reflux temperature. After cooling, the mixture was poured into ice water. The product was extracted with methylbenzene. The extract was dried, filtered and evaporated, yielding 26 parts (97.3%) of (S)-4-[(4-fluorophenoxy)methyl]-2,2-dimethyl-1,3-dioxolane as a residue (145).

後処理

  1. stirringStirring
  2. waitwas continued for 1.5 hours
  3. temperatureat reflux temperature
  4. temperatureAfter cooling
  5. extractionThe product was extracted with methylbenzene
  6. customThe extract was dried
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-f1ca141e172546ea99f4182672fc6667
出典データセット
uspto-grants-1991_04
特許番号
US05010198

反応ノート

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