Benzyl chloroformate → Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

HRID 276926

반응식

HRID 276926 반응식
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[OH-].[Na+].[CH2:12]([O:19][C:20](Cl)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1.O>[CH2:12]([O:19][C:20]([NH:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 3

HCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2회HCID 458475beta-Alanine, ethyl ester, hydrochloride

생성물 1

HCID 12116647Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
2.5 °C

실험 절차

Ethyl 3-aminopropionate hydrochloride (10 g) was dissolved in a mixture of tetrahydrofuran (100 ml) and water, which was cooled at 0 to 5° C. in an ice bath and adjusted to pH 8.2 with 30% aqueous sodium hydroxide solution. To a resulting solution was added with care benzyloxycarbonyl chloride (10.3 ml), with maintaining the pH from pH 8.0 to 9.0 with 30% aqueous sodium hydroxide solution at 0 to 5° C. The reaction mixture was extracted with ethyl acetate (300 ml) and organic layer was separated, which was washed two times with saturated sodium chloride in water and dried over magnesium sulfate. Solvent was removed under reduced pressure to give ethyl 3-(benzyloxycarbonylamino)-propionate (15.3 g).

후처리

  1. extractionThe reaction mixture was extracted with ethyl acetate (300 ml) and organic layer
  2. customwas separated
  3. washwhich was washed two times with saturated sodium chloride in water
  4. dry with materialdried over magnesium sulfate
  5. customSolvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-d98944a48c444e3782edaf7c9c5a6e29
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355640B1

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