Hydrochloric Acid → (2S)-1-methyl-5-oxopyrrolidine-2-carboxylic acid

HRID 554079ノート

反応式

HRID 554079 の反応式
[CH3:1][N:2]1[C:10](=[O:11])[CH2:9][CH2:8][C@H:3]1[C:4]([O:6]C)=[O:5].[OH-].[Na+].Cl>CO.O>[CH3:1][N:2]1[C:10](=[O:11])[CH2:9][CH2:8][C@H:3]1[C:4]([OH:6])=[O:5]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12361160Methyl (2S)-1-methyl-5-oxoprolinate

生成物 1

HCID 18649403(2S)-1-methyl-5-oxopyrrolidine-2-carboxylic acid収率 106.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Methyl 1-methyl-5-oxo-prolinate (0.308 g, 1.96 mmol) was dissolved in methanol (˜10 ml) and to this was added a solution of sodium hydroxide (0.157 g, 3.92 mmol) in water (˜10 ml). The mixture was heated at reflux for 3 hrs, then cooled and evaporated to leave a minimal amount of water. This was acidified to pH 1 using 2M aqueous hydrogen chloride. The aqueous layer was washed with dichloromethane and then separated and evaporated to give 1-methyl-5-oxo-proline as a white solid (0.300 g).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 hrs
  3. temperaturecooled
  4. customevaporated
  5. customto leave a minimal amount of water
  6. washThe aqueous layer was washed with dichloromethane
  7. customseparated
  8. customevaporated

出典と根拠

ORDレコード
ord-c0e5e7788bb447cab389b46f7b8ee996
出典データセット
uspto-grants-2011_11
特許番号
US08048907B2

反応ノート

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