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Lithium Hydroxide → 3-[[[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropyl]thio]methyl]-1-oxa-4-thiaspiro[4.4]nonane-7-acetic acid

HRID 1608281
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HRID 1608281 반응식
[C:1]([C:4]1[CH:31]=[CH:30][C:7]([O:8][CH2:9][CH:10]([OH:29])[CH2:11][S:12][CH2:13][CH:14]2[S:18][C:17]3([CH2:22][CH2:21][CH:20]([CH2:23][C:24]([O:26]CC)=[O:25])[CH2:19]3)[O:16][CH2:15]2)=[C:6]([CH2:32][CH2:33][CH3:34])[C:5]=1[OH:35])(=[O:3])[CH3:2].[Li+].[OH-]>C(O)C>[C:1]([C:4]1[CH:31]=[CH:30][C:7]([O:8][CH2:9][CH:10]([OH:29])[CH2:11][S:12][CH2:13][CH:14]2[S:18][C:17]3([CH2:22][CH2:21][CH:20]([CH2:23][C:24]([OH:26])=[O:25])[CH2:19]3)[O:16][CH2:15]2)=[C:6]([CH2:32][CH2:33][CH3:34])[C:5]=1[OH:35])(=[O:3])[CH3:2]
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참가 물질

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반응물 2

HCID 3939Lithium HydroxideHCID 19849026Ethyl 3-[[[3-(4-acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropyl]thio]methyl]-1-oxa-4-thiaspiro[4.4]nonane-7-acetate

생성물 1

HCID 198490283-[[[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropyl]thio]methyl]-1-oxa-4-thiaspiro[4.4]nonane-7-acetic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The product of Example 10 is saponified according to the procedure of Example 2 using 5.3 g (10 mmol) of the above ester and 2M LiOH solution (12.5 ml, 2.5 eq.) in ethanol (50 ml). After stirring overnight at room temperature, the solvent is removed in vacuo and the residue diluted with water. After acidification to pH 2.5 with 0.5N KHSO4, the mixture is extracted with ethyl acetate and dried over magnesium sulfate. The drying agent is filtered and the filtrate is concentrated in vacuo. Further drying of the resultant residue at 60° (0.5 torr) gives the titled compound.

후처리

  1. customthe solvent is removed in vacuo
  2. additionthe residue diluted with water
  3. extractionAfter acidification to pH 2.5 with 0.5N KHSO4, the mixture is extracted with ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe drying agent is filtered
  6. concentrationthe filtrate is concentrated in vacuo
  7. dry with materialFurther drying of the resultant residue at 60° (0.5 torr)

출처 및 근거

ORD 기록
ord-8fe711a2d08f4f1e8d7a7f70aafeceb0
출처 데이터셋
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04870098

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