Benzyl Alcohol → Benzyl anthranilate

HRID 1742580

反応式

HRID 1742580 の反応式
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=O)[O:4][C:2]2=[O:3].C(O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CN(C)C=O.C(N(CC)CC)C>CN(C)C1C=CN=CC=1.C(OCC)(=O)C.C(Cl)Cl>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([O:4][CH2:5][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:3]

参加物

8

反応物 4

HCID 244Benzyl AlcoholHCID 6228DimethylformamideHCID 8359Isatoic AnhydrideHCID 8471Triethylamine

生成物 1

HCID 522771Benzyl anthranilate

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of isatoic anhydride (8.54 g), benzyl alcohol (6.0 g), 4-dimethylaminopyridine (6.7 g), dimethylformamide (17 ml), triethylamine (5.28 g), and methylene chloride (160 ml) is refluxed overnight, diluted with an equal volume of ethyl acetate and washed with water, brine, and water. The organic solution is dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude product is purified by flash chromatography eluting with 30% ethyl acetate in hexane to give the desired product.

後処理

  1. temperatureis refluxed overnight
  2. washwashed with water, brine, and water
  3. dry with materialThe organic solution is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product is purified by flash chromatography
  7. washeluting with 30% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-5b7fd9a50c3f42d58fe6793f43f34b9b
出典データセット
uspto-grants-1994_08
特許番号
US05340801

関連ノート

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