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

HRID 729447노트

반응식

HRID 729447 반응식
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

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69071489HCID 69071489, 화합물

생성물 1

HCID 219793511,3-Dibenzylpyrrolidine-3-carboxylic acid수율 76.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3afa21c45bf540e18e2d50451d2bdbc5
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582627B2

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