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

HRID 646042노트

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HRID 646042 반응식
[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]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 27697152-(Adamantan-1-yl)-2-bromoacetic acid2회

생성물 1

HCID 32746142-Bromo-2-(3-hydroxyadamantan-1-yl)acetic acid

시약·촉매·용매 1

HCID 962Water용매

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온도
28 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f0db30901b7740e29a690caf37d305fa
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705033B2

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