Nitric Acid → 2-Bromo-2-(3-hydroxyadamantan-1-yl)acetic acid

HRID 29131

反応式

HRID 29131 の反応式
[Br:1][CH:2]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2)[C:3]([OH:5])=[O:4].[OH:16]S(O)(=O)=O.[N+]([O-])(O)=O>O>[Br:1][CH:2]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([OH:16])([CH2:9]3)[CH2:7]1)[CH2:13]2)[C:3]([OH:5])=[O:4]

参加物

5

反応条件

温度
28 °C

実験手順

α-Bromotricyclo[3.3.1.13,7]decane-1-acetic acid (Formula O) is then reacted with H2SO4 and HNO3 to produce α-bromo-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid (Formula Q). More specifically, α-bromo-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid (Formula Q) is prepared from α-bromotricyclo[3.3.1.13,7]decane-1-acetic acid (Formula O) by first charging an Erlen-Meyer flask with H2SO4. The flask is then cooled in an ice bath and 50% HNO3 is added to the flask. The solid α-bromotricyclo[3.3.1.13,7]decane-1-acetic acid (Formula O) is then added to the mixture in portions which maintain the temperature under 28° C. The reaction is then heated to 60° C. with stirring until a clear solution is obtained. When the reaction is complete, it is cooled to and maintained at room temperature. Water is then added to quench the reaction. The resulting slurry is cooled in an ice bath and then filtered to obtain α-bromo-3-hydroxytricyclo [3.3.1.13,7]decane-1-acetic acid (Formula Q). See also Example 18 herein.

後処理

  1. temperatureThe flask is then cooled in an ice bath
  2. temperatureThe reaction is then heated to 60° C.
  3. customis obtained
  4. temperatureit is cooled to and
  5. temperaturemaintained at room temperature
  6. customto quench
  7. customthe reaction
  8. temperatureThe resulting slurry is cooled in an ice bath
  9. filtrationfiltered

出典と根拠

ORDレコード
ord-cfb2860a59194e57b88e49052db281d3
出典データセット
uspto-grants-2008_09
特許番号
US07420079B2

関連ノート

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