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Hydrochloric Acid → (2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acid

HRID 2366526
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HRID 2366526 반응식
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([S:14][CH2:15][C@@H:16]([OH:21])[C:17]([O:19]C)=[O:18])[CH:8]=[CH:7]2.Cl>C(O)C.O>[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([S:14][CH2:15][C@@H:16]([OH:21])[C:17]([OH:19])=[O:18])[CH:8]=[CH:7]2
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66852836Methyl(2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionate

생성물 1

HCID 59347376(2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acid수율 97.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962
Water
용매

실험 절차

An aqueous 8N sodium hydroxide solution (6.8 mL) was added to a suspension of methyl (2S)-3-[(6-chloronaphthalen-2-yl)thio]-2-hydroxypropionate (5.4 g) obtained in Reference Example 1a) in ethanol (150 mL) and the mixture was stirred at room temperature for 3 hours. Ethanol was distilled off under reduced pressure and then the resulting precipitate was obtained by filtration. The solid was suspended in water (100 mL), pH of the suspension was adjusted to about 3 with 1N hydrochloric acid and then the precipitate was collected by filtration to obtain the title compound (5.0 g, 97%) as a white solid.

후처리

  1. distillationEthanol was distilled off under reduced pressure
  2. customthe resulting precipitate was obtained by filtration
  3. filtrationthe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-9cd02a63990d4536a1f3051ab61c43b3
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08697865B2

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