Hydrochloric Acid → 5-(p-Heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid

HRID 982216노트

반응식

HRID 982216 반응식
[CH2:1]([O:8][C:9]1[CH:33]=[CH:32][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH:20]([O:24][CH3:25])[CH:19]([CH2:26][C:27]([O:29]CC)=[O:28])[CH2:18]3)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH-].[Na+].Cl>O1CCCC1.CO.O>[CH2:1]([O:8][C:9]1[CH:33]=[CH:32][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH:20]([O:24][CH3:25])[CH:19]([CH2:26][C:27]([OH:29])=[O:28])[CH2:18]3)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53634688Ethyl 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetate

생성물 1

HCID 198826775-(p-Heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid수율 72.7%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

In 1 ml of tetrahydrofuran and 8 ml of methanol were dissolved 220 mg of ethyl 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetate obtained in Example 4. After 1 ml of a 5% aqueous sodium hydroxide solution was added to the solution, the mixture was stirred at room temperature for 8 hours. After diluting with water, the system was rendered acidic with hydrochloric acid followed by extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried and concentrated. The obtained crystalline residue was recrystallized from ether-pentane to obtain 150 mg of 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid.

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe obtained crystalline residue was recrystallized from ether-pentane

출처 및 근거

ORD 기록
ord-0df0b59809f54b6d9df1e610d2b9ad57
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994479

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