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

HRID 444984

반응식

HRID 444984 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 dimethylformamid 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-e62d9fce128a44ff993524913d3d1af4
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476228B2

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