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L-Aspartic Acid → N-acetoacetylaspartic acid

HRID 325267
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HRID 325267 반응식
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5].[OH-].[Na+].[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>>[C:15]([NH:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5])(=[O:16])[CH2:14][C:13]([CH3:12])=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 5960L-Aspartic AcidHCID 12661DiketeneHCID 14798Sodium Hydroxide

생성물 1

HCID 13334672N-acetoacetylaspartic acid

실험 절차

L-aspartic acid, 13.3 parts, was added to 100 parts by volume of 2 N aqueous sodium hydroxide and the resulting solution was cooled to 0°-10° C. in an ice bath. Diketene, 8.4 parts, was added and the resulting two phase mixture was stirred for 2.5 hours at 0°-10° C. The homogeneous solution was washed twice with 100 parts by volume of ether and the aqueous layer was acidified with 16.6 parts by volume of concentrated hydrochloric acid. This solution was extracted three times with 100 parts by volume of ethyl acetate, the combined extracts were dried over sodium sulfate, filtered and the solvent evaporated under vacuum at 25°-30° C. to give 2.3 parts of N-acetoacetyl-L-aspartic acid, mp 127°-129.5° C.

후처리

  1. temperaturethe resulting solution was cooled to 0°-10° C. in an ice bath
  2. washThe homogeneous solution was washed twice with 100 parts by volume of ether
  3. extractionThis solution was extracted three times with 100 parts by volume of ethyl acetate
  4. dry with materialthe combined extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. customthe solvent evaporated under vacuum at 25°-30° C.

출처 및 근거

ORD 기록
ord-e033fd99e95f420d8768173947c407ba
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04440677

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