Potassium Carbonate → (R)-N-[1-(aminocarbonyl)propyl]-4-chlorobutanamide

HRID 1904200

반응식

HRID 1904200 반응식
C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:8][C@H:9]([CH2:13][CH3:14])[C:10]([NH2:12])=[O:11].[Cl:15][CH2:16][CH2:17][CH2:18][C:19](Cl)=[O:20]>CC(C)=O.CCOCC>[NH2:12][C:10]([C@H:9]([NH:8][C:19](=[O:20])[CH2:18][CH2:17][CH2:16][Cl:15])[CH2:13][CH3:14])=[O:11]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 783704-Chlorobutyryl chlorideHCID 16218339(2R)-2-aminobutanamide hydrochloride

생성물 1

HCID 54219251(R)-N-[1-(aminocarbonyl)propyl]-4-chlorobutanamide수율 86%

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

31.1 g (0.225 mole) of ground potassium carbonate are mixed with 12.47 g (0.09 mole) of (R)-2-aminobutanamide hydrochloride in 160 ml of acetone. The reaction mixture is cooled to 0° C. and a solution of 15.23 g (0.108 mole) of 4-chlorobutyryl chloride in 25 ml of acetone is introduced dropwise. After the addition, the reaction mixture is allowed to return to ambient temperature; the insoluble matter is filtered off and the filtrate evaporated under reduced pressure. The crude residue obtained is stirred in 100 ml of anhydrous ether for 15 minutes at a temperature between 5° and 10° C. The precipitate is filtered off, washed twice with 30 ml of ether, and dried in vacuo to obtain 16 g of (R)-N-[1-(aminocarbonyl)propyl]-4-chlorobutanamide.

후처리

  1. additionAfter the addition
  2. customto return to ambient temperature
  3. filtrationthe insoluble matter is filtered off
  4. customthe filtrate evaporated under reduced pressure
  5. customThe crude residue obtained
  6. filtrationThe precipitate is filtered off
  7. washwashed twice with 30 ml of ether
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-164e41f012ba478497a0ddb77c92a2b1
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04837224

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