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2-Chlorobenzoxazole → HCID 58778873, 화합물

HRID 1372661
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HRID 1372661 반응식
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:14][C:13]=1[CH3:26]>C1(C)C(C)=CC=CC=1>[O:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])=[CH:14][C:13]=1[CH3:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 119862-ChlorobenzoxazoleHCID 23512173Tert-butyl 4-amino-3-methylphenylacetate

생성물 1

HCID 58778873HCID 58778873, 화합물수율 61%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

In xylene (20 ml), 2-chlorobenzoxazole (845 μl, 7.40 mmol) and tert-butyl 4-amino-3-methylphenylacetate (1.26 g, 5.69 mmol) were heated under reflux for 2 hours under stirring. After cooling to room temperature, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was dissolved in chloroform/methanol (9:1, v/v, 100 ml). The resulting solution was washed with water, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane/ethyl acetate (4:1, v/v) eluate fractions, tert-butyl (4-(2-benzoxazolyl)amino-3-methylphenyl)acetate (1.17 g, 61%) was obtained as a yellow amorphous substance.

후처리

  1. temperatureunder reflux for 2 hours
  2. distillationthe reaction mixture was distilled under reduced pressure
  3. customto remove the solvent
  4. dissolutionThe residue was dissolved in chloroform/methanol (9:1, v/v, 100 ml)
  5. washThe resulting solution was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled under reduced pressure
  8. customto remove the solvent
  9. customThe residue was purified by chromatography on a silica gel column, whereby from n-hexane/ethyl acetate (4:1

출처 및 근거

ORD 기록
ord-720d20d8f15048cc9455aae468b2f119
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07157487B2

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