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

HRID 965335

반응식

HRID 965335 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

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. temperaturewas cooled at 0° to 5° C. in an ice bath
  2. extractionThe reaction mixture was extracted with ethyl acetate (300 ml) and organic layer
  3. customwas separated
  4. washwhich was washed two times with saturated sodium chloride in water
  5. dry with materialdried over magnesium sulfate
  6. customSolvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-b5f446095697466692242d5efe51023c
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773530

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