Benzyl Alcohol → Benzyl anthranilate

HRID 1742580

반응식

HRID 1742580 반응식
[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]

참가 물질

8

반응물 4

HCID 244Benzyl AlcoholHCID 6228DimethylformamideHCID 8359Isatoic AnhydrideHCID 8471Triethylamine

생성물 1

HCID 522771Benzyl anthranilate

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5b7fd9a50c3f42d58fe6793f43f34b9b
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05340801

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