Dicyclohexylcarbodiimide → 5-Nitro-isophthalic acid 1-(2,5-dioxo-pyrrolidin-1-yl) ester 3-allyl ester

HRID 1263603

반응식

HRID 1263603 반응식
[CH2:1]([O:4][C:5](=[O:18])[C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)[C:9]([OH:11])=[O:10])[CH:2]=[CH2:3].O[N:20]1[C:24](=[O:25])[CH2:23][CH2:22][C:21]1=[O:26].C1CCC(N=C=NC2CCCCC2)CC1>ClCCl>[CH2:1]([O:4][C:5](=[O:18])[C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)[C:9]([O:11][N:20]1[C:24](=[O:25])[CH2:23][CH2:22][C:21]1=[O:26])=[O:10])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 206558603-Allyloxycarbonyl-5-nitrobenzoic acid

생성물 1

HCID 229860995-Nitro-isophthalic acid 1-(2,5-dioxo-pyrrolidin-1-yl) ester 3-allyl ester수율 54.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 7(a) (10.00 g), N-hydroxysuccinimide (5.04 g) and DCCI (9.03 g) in dichloromethane(400 ml) was stirred at ambient temperature for 3.5 h. The white precipitate which formed was filtered off and the filtrate evaporated under reduced pressure to give a yellow oil. This was purified by flash chromatography eluting with ethyl acetate/hexane (75:25) to give 5-nitro-isophthalic acid 1-(2.5-dioxo-pyrrolidin-1-yl) ester 3-allyl ester (7(b)) as a yellow solid (7.58 g).

후처리

  1. customThe white precipitate which formed
  2. filtrationwas filtered off
  3. customthe filtrate evaporated under reduced pressure
  4. customto give a yellow oil
  5. customThis was purified by flash chromatography
  6. washeluting with ethyl acetate/hexane (75:25)

출처 및 근거

ORD 기록
ord-8455f08f6a464fa2906666ce7887a45f
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06541491B1

연결된 노트

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