Acetic Anhydride → HCID 21478721, 화합물

HRID 2292492노트

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HRID 2292492 반응식
[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]

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 8053Isoamyl NitriteHCID 517044Potassium AcetateHCID 21478799HCID 21478799, 화합물

생성물 1

HCID 21478721HCID 21478721, 화합물수율 70.2%

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-0c4788772b7245fb9a6581769e132543
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05684003

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