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

HRID 2366526
ノート
印刷プレビュー

反応式

HRID 2366526 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962
Water
溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9cd02a63990d4536a1f3051ab61c43b3
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08697865B2

反応ノート

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