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Sodium Hydroxide → (2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acid

HRID 493722
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HRID 493722 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12][CH2:13][C@@H:14]([OH:19])[C:15]([O:17]C)=[O:16])[CH:6]=[CH:5]2.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12][CH2:13][C@@H:14]([OH:19])[C:15]([OH:17])=[O:16])[CH:6]=[CH:5]2
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참가 물질

4

반응물 2

HCID 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 1

HCID 702Ethanol용매

실험 절차

To a suspension of methyl (2S)-3-[(6-chloronaphthalen-2-yl)thio]-2-hydroxypropionate (5.4 g) obtained in Example 112a) in ethanol (150 mL), a 8 N aqueous sodium hydroxide solution (6.8 mL) was added, and the mixture was mixed at room temperature for 3 hours. Ethanol was distilled off under reduced pressure, and then the precipitates were collected by filtration. The solid was suspended in water (100 mL), pH was adjusted to about 3 with 1 N hydrochloric acid, and the precipitates were then collected by filtration to give the title compound (5.0 g, 97%) as a white solid.

후처리

  1. additionthe mixture was mixed at room temperature for 3 hours
  2. distillationEthanol was distilled off under reduced pressure
  3. filtrationthe precipitates were collected by filtration
  4. filtrationthe precipitates were then collected by filtration

출처 및 근거

ORD 기록
ord-8d7f8de58bb64cda8e76018a19d65c79
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07534887B2

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