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2-Chlorobenzoxazole → HCID 58778873、化合物

HRID 1372661
ノート
印刷プレビュー

反応式

HRID 1372661 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 58778873HCID 58778873、化合物収率 61%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-720d20d8f15048cc9455aae468b2f119
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07157487B2

反応ノート

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