Thionyl Chloride → methyl (2S)-piperidine-2-carboxylate hydrochloride

HRID 397657ノート

反応式

HRID 397657 の反応式
S(Cl)([Cl:3])=O.[C:5]([C@@H]([C@H](C(O)=O)O)O)(O)=O.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@H:16]1[C:21]([OH:23])=[O:22]>CO>[ClH:3].[CH3:5][O:22][C:21]([C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20][NH:15]1)=[O:23]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 69946027(2S)-2-Piperidinecarboxylic acid L-tartrate

生成物 1

HCID 13246232methyl (2S)-piperidine-2-carboxylate hydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Thionyl chloride (161 ml) was added dropwise to a suspension of (2S)-2-piperidinecarboxylic acid L-tartrate (60 g) [see Preparation 1] in methanol (800 ml) at 0° C. The reaction mixture was stirred for 18 hours at room temperature after which time the solvent was removed under reduced pressure and the product azeotroped with toluene, precipitated out using methanol and filtered to afford (2S)-2-(methoxycarbonyl)piperidine hydrochloride (37.7 g) as a white solid.

後処理

  1. customwas removed under reduced pressure
  2. customthe product azeotroped with toluene
  3. customprecipitated out
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-778ae1da2ae74976806c95bbe1013773
出典データセット
uspto-grants-2003_08
特許番号
US06610707B1

反応ノート

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