Methanol → 2-Acetylamino-4-(naphth-1-yl)oxazole

HRID 33563ノート

反応式

HRID 33563 の反応式
[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][CH:8]=2)[N:6]=1.C(N(CC)CC)C.[C:24](Cl)(=[O:26])[CH3:25].CO>ClCCl>[C:24]([NH:1][C:2]1[O:3][CH:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][CH:8]=2)[N:6]=1)(=[O:26])[CH3:25]

参加物

6

反応物 4

HCID 887MethanolHCID 6367Acetyl chloride2 回HCID 8471TriethylamineHCID 103079572-Amino-4-(naphth-1-yl)oxazole

生成物 1

HCID 597968402-Acetylamino-4-(naphth-1-yl)oxazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a cooled (ice/salt bath) mixture of 2-amino-4-(naphth-1-yl)oxazole (1)(0.5 g) and triethylamine (0.8 ml) in anhydrous dichloromethane (5 ml) was added dropwise acetyl chloride (0.2 ml) over a minute. The resulting mixture was warmed to room temperature and left overnight. Further acetyl chloride (0.1 ml) was added and the mixture left for a further hour. Dichloromethane (40 ml) and few drops of methanol were added. The mixture was washed twice with brine, dried with sodium sulphate, filtered and evaporated in vacuo. The title compound (9) (0.35 g; m.p. 188-190° C.) was obtained following silica gel column chromatography of the residue in 2% methanol in chloroform.

後処理

  1. temperatureTo a cooled
  2. waitthe mixture left for a further hour
  3. washThe mixture was washed twice with brine
  4. dry with materialdried with sodium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-4a542a07cdbf48b783167e4decab0fd8
出典データセット
uspto-grants-2008_09
特許番号
US07429607B2

反応ノート

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