Dimethylformamide → 3-[(Tert-butoxy)carbonyl]-5-nitrobenzoic acid

HRID 562524

반응식

HRID 562524 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([OH:15])=[O:14])[CH:7]=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])([O-:3])=[O:2].CN(C)C=O>C1(C)C=CC=CC=1>[C:6]([O:14][C:13](=[O:15])[C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=[C:8]([C:9]([OH:11])=[O:10])[CH:7]=1)([CH3:13])([CH3:7])[CH3:5]

참가 물질

4

반응물 2

HCID 6228DimethylformamideHCID 120695-Nitroisophthalic acid

생성물 1

HCID 693810873-[(Tert-butoxy)carbonyl]-5-nitrobenzoic acid수율 248.8%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspension of 5-nitro-isophthalic acid (5.0 g, 23.7 mmol) in dry toluene (100 ml) at 110° C. was added dimethylformamide di-t-butylacetale (3.4 ml, 71 mmol) drop wise over 60 min. Heating was continued for 45 min and the reaction mixture was left at Rt over night. The precipitated starting material was removed by filtration. The filtrate was concentrated to give a yellow oil (7.88 g). This was purified by flash chromatography using EtOAc/Hept 1:2 and EtOAc/Hept 1:2+5% AcOH in two portions to give the title compound in 38% yield (2.38 g)

후처리

  1. temperatureHeating
  2. waitthe reaction mixture was left at Rt over night
  3. customwas removed by filtration
  4. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-43d77f5ddfbd4af4bf35a78f513804a3
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067362B2

연결된 노트

불러오는 중…