Sodium Hydroxide → 1,3-Dibenzylpyrrolidine-3-carboxylic acid

HRID 729447ノート

反応式

HRID 729447 の反応式
C([O:3][C:4]([C:6]1([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[CH2:11]([N:8]1[CH2:9][CH2:10][C:6]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:4]([OH:5])=[O:3])[CH2:7]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 69071489HCID 69071489、化合物

生成物 1

HCID 219793511,3-Dibenzylpyrrolidine-3-carboxylic acid収率 76.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1,3-dibenzylpyrrolidine-3-carboxylic acid ethyl ester (Example A18e, 13.1 g, 41 mmol) in 250 mL of methanol is added 2N NaOH (46 mL, 92 mmol) and the reaction is heated to reflux for 24 hours. The solution is cooled, concentrated, redissolved in water and extracted with ether. The pH of the aqueous layer is adjusted to 7 and the precipitated solid is collected, to give 9.3 g of the title compound, MS EI+: m/z 296 (MH+), mp 209-210° C.

後処理

  1. temperaturethe reaction is heated
  2. temperatureto reflux for 24 hours
  3. temperatureThe solution is cooled
  4. concentrationconcentrated
  5. dissolutionredissolved in water
  6. extractionextracted with ether
  7. customthe precipitated solid is collected

出典と根拠

ORDレコード
ord-3afa21c45bf540e18e2d50451d2bdbc5
出典データセット
uspto-grants-2009_09
特許番号
US07582627B2

反応ノート

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