Hydrochloric Acid → N-Benzyl-L-proline

HRID 467948노트

반응식

HRID 467948 반응식
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].[OH-].[K+].[CH2:11](Cl)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl>C(O)(C)C>[CH2:11]([N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7503Benzyl ChlorideHCID 14797Potassium HydroxideHCID 145742L-Proline

생성물 1

HCID 728719N-Benzyl-L-proline

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A solution of 10 g of L-proline and KOH (10 g) in 120 mL isopropanol was stirred at 40° C., then benzyl chloride (13.5 mL) was added dropwise. The reaction mixture was stirred for 6 additional hours, then neutralized with concentrated HCl to a pH of 5-6. The reaction mixture was extracted with CH2Cl2 (3×70 mL), the combined organic layers were washed with brine, dried over anhydrous magnesium sulfate, the solids were removed by filtration and the solvents of the filtrate were removed under reduced pressure. The residue was treated with acetone to afford N-benzyl proline (15 g).

후처리

  1. extractionThe reaction mixture was extracted with CH2Cl2 (3×70 mL)
  2. washthe combined organic layers were washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solids were removed by filtration
  5. customthe solvents of the filtrate were removed under reduced pressure
  6. additionThe residue was treated with acetone

출처 및 근거

ORD 기록
ord-d8bcad2317644e6fbbeecf932bd27ae2
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623899B2

반응 노트

불러오는 중…