Methyl 4-oxoadamantane-1-carboxylate → 4-Oxoadamantane-1-carboxylic acid

HRID 38451노트

반응식

HRID 38451 반응식
C[O:2][C:3]([C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][CH:7]([C:8]3=[O:15])[CH2:6]1)[CH2:12]2)=[O:4]>[Li+].[OH-].CO>[O:15]=[C:8]1[CH:9]2[CH2:14][C:5]3([C:3]([OH:4])=[O:2])[CH2:12][CH:11]([CH2:13][CH:7]1[CH2:6]3)[CH2:10]2

참가 물질

3

반응물 1

HCID 4078246Methyl 4-oxoadamantane-1-carboxylate

생성물 1

HCID 28425154-Oxoadamantane-1-carboxylic acid수율 91.5%

시약·촉매·용매 1

HCID 23717829Lithium hydroxide methanol용매2회

실험 절차

1.64 g of 4-Oxo-adamantane-1-carboxylic acid methyl ester (10) were dissolved in 4 mL of 2M aq. LiOH/MeOH (1:1) and stirred overnight at room temperature. Additional 5 ml of the MeOH/LiOH mixture were added and stirring was continued until conversion was complete. The reaction mixture was acidified and extracted three times with ethyl acetate. The organic layer was dried over sodium sulphate and evaporated to dryness to give 1.4 g of (11) as a solid. Rt=0.87 min (Method 3). Detected mass: 195.2 (M+H+).

후처리

  1. stirringstirring
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-b7ee97e955b94020b86d383c0be4c984
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524737B2

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