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

HRID 1904200

反応式

HRID 1904200 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-164e41f012ba478497a0ddb77c92a2b1
出典データセット
uspto-grants-1989_06
特許番号
US04837224

関連ノート

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