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Benzyl chloroformate → N-(Carboxymethyl)-N-((phenylmethoxy)carbonyl)glycine

HRID 979178
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HRID 979178 반응식
O.[NH:2]([CH2:7][C:8]([O-:10])=[O:9])[CH2:3][C:4]([O-:6])=[O:5].[Na+].[Na+].Cl[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15].[OH-].[Na+]>O>[CH2:17]([O:16][C:14]([N:2]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][C:4]([OH:6])=[O:5])=[O:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 12520792Sodium iminodiacetate dibasic monohydrate

생성물 1

HCID 10107013N-(Carboxymethyl)-N-((phenylmethoxy)carbonyl)glycine수율 81.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Disodium iminodiacetate monohydrate (11.7 g, 0.060 m) was dissolved in water (40 ml) and cooled to 0°. Benzyl chloroformate (13.3 g, 0.078 m) was added in portions as the pH of the solution was kept at 9-12 by addition of 2N sodium hydroxide solution as needed. When addition was complete the mixture was stirred an additional 3 hours at 0°-10° C., then extracted with diethyl ether. The aqueous layer was acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was separated, dried over sodium sulfate and concentrated to give 13.0 g (81%) of N-benzyloxycarbonyliminodiacetic acid (V-C).

후처리

  1. temperaturecooled to 0°
  2. additionWhen addition
  3. extractionextracted with diethyl ether
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e72711a0d92e4e1c8faa1425e38c9926
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04666906

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