Hydrochloric Acid → 7-[5-(2-n-Propyl-3-hydroxy-4-acetylphenoxy)pentoxy]-4-hydroxy-8-n-propylchroman-2-carboxylic acid

HRID 1285257노트

반응식

HRID 1285257 반응식
[C:1]([CH:6]1[CH2:15][CH:14]([OH:16])[C:13]2[C:8](=[C:9]([CH2:37][CH2:38][CH3:39])[C:10]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([C:30](=[O:32])[CH3:31])=[C:26]([OH:33])[C:25]=3[CH2:34][CH2:35][CH3:36])=[CH:11][CH:12]=2)[O:7]1)([O:3]CC)=[O:2].O1CCCC1.[OH-].[Na+].Cl>C(O)C>[CH2:34]([C:25]1[C:26]([OH:33])=[C:27]([C:30](=[O:32])[CH3:31])[CH:28]=[CH:29][C:24]=1[O:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][O:17][C:10]1[C:9]([CH2:37][CH2:38][CH3:39])=[C:8]2[C:13]([CH:14]([OH:16])[CH2:15][CH:6]([C:1]([OH:3])=[O:2])[O:7]2)=[CH:12][CH:11]=1)[CH2:35][CH3:36]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 135378792-Carboethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)pentoxy]-4-hydroxy-8-n-propylchroman

생성물 1

HCID 135378777-[5-(2-n-Propyl-3-hydroxy-4-acetylphenoxy)pentoxy]-4-hydroxy-8-n-propylchroman-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.2 g (2.2 mmole) of the compound of Example 28 dissolved in 20 ml ethanol and 35 ml tetrahydrofuran was saponified with 0.3 g NaOH, the reaction mixture acidified with dilute HCl to pH 3 and extracted with ethyl acetate. The organic phase was washed with water until neutral, then with brine and dried with magnesium sulfate. The crude residue after evaporation of the solvent was triturated with benzene and 0.18 (16%) of the title compound as a white solid, mp 95.5°-97.5° C., separated by filtration. Calc: C, 67.68; H, 7.44; Found: C, 67.56; H, 7.34.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water until neutral, then with brine
  3. dry with materialdried with magnesium sulfate
  4. customThe crude residue after evaporation of the solvent
  5. customwas triturated with benzene and 0.18 (16%) of the title compound as a white solid, mp 95.5°-97.5° C.
  6. customseparated by filtration

출처 및 근거

ORD 기록
ord-4092d372ca6f4a8faee420ba0dde9a87
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04565882

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