Acetic Anhydride → HCID 21478721、化合物

HRID 2292492ノート

反応式

HRID 2292492 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:22])=[C:13]([CH2:15][C:16]([O:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23]([O-:26])(=O)[CH3:24].[K+].C(OC(=O)C)(=O)C.[N:35](OCCC(C)C)=O>C1C=CC=CC=1>[C:23]([N:22]1[C:12]2[C:13](=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][CH:11]=2)[C:15]([C:16]([O:18][CH:19]([CH3:20])[CH3:21])=[O:17])=[N:35]1)(=[O:26])[CH3:24]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 8053Isoamyl NitriteHCID 517044Potassium AcetateHCID 21478799HCID 21478799、化合物

生成物 1

HCID 21478721HCID 21478721、化合物収率 70.2%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

To a solution of isopropyl 5-benzyloxy-2-aminophenylactate (13.2 g) in benzene (140 ml) were added potassium acetate (4.33 g) and then acetic anhydride (13.5 g) and the mixture was heated under reflux for 20 minutes. A solution of isopentyl nitrite (7.76 g) in benzene (30 ml) was added dropwise over 5 minutes under reflux and then refluxing was continued for further 3 hours. After allowing to cool to room temperature, insolubles were filtered off with Celite and concentrated under reduced pressure. The resulting residue (16.9 g) was purified by a silica gel column chromatography (hexane:ethyl acetate=9:1-4:1) to give the title compound (10.9 g).

後処理

  1. temperatureunder reflux for 20 minutes
  2. temperatureunder reflux
  3. temperaturerefluxing
  4. filtrationinsolubles were filtered off with Celite
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue (16.9 g) was purified by a silica gel column chromatography (hexane:ethyl acetate=9:1-4:1)

出典と根拠

ORDレコード
ord-0c4788772b7245fb9a6581769e132543
出典データセット
uspto-grants-1997_11
特許番号
US05684003

反応ノート

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