Triethylamine → 2-Benzyl-2-formamidoacetic acid methyl ester

HRID 1821633

반응식

HRID 1821633 반응식
[CH:1](OCC#N)=[O:2].Cl.[CH3:8][O:9][C:10](=[O:20])[C@H:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH2:12].C(N(CC)CC)C>ClCCl>[CH:1]([NH:12][CH:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([O:9][CH3:8])=[O:20])=[O:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 4205685(Formyloxy)acetonitrile

생성물 1

HCID 5955292-Benzyl-2-formamidoacetic acid methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

반응 조건

온도
0 °C

실험 절차

Cyanomethyl formate (Aldrich, Order No. 453579, 5.05 g, 59.3 mmole) was suspended together with the phenylalanine methyl ester hydrochloride (Aldrich, Order No. 525472, 12.80 g, 59.3 mmole) in 80 ml dichloromethane and cooled to 0° C. in an ice bath. Triethylamine (6.01 g, 59.3 mmole) dissolved in 15 ml of dichloromethane was then added and the mixture was stirred for 16 hours at room temperature. A clear solution formed. In order to work up the mixture the latter was diluted with 100 ml of dichloromethane and washed firstly with 200 ml of saturated NaHCO3 solution and then twice with saturated NaCl solution. The organic phase was dried over magnesium sulfate and concentrated by evaporation. The product obtained was used without further purification for the next stage.

후처리

  1. additionwas then added
  2. customA clear solution formed
  3. washwashed firstly with 200 ml of saturated NaHCO3 solution
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. customThe product obtained
  7. customwas used without further purification for the next stage

출처 및 근거

ORD 기록
ord-f55b2bd79a4941678b2e99a6a610d7b7
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608619B2

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