Methyl 4-aminobenzoate → Methyl 4-[3-(1-adamantyl)-4-methoxybenzylideneamino]benzoate

HRID 1290598노트

반응식

HRID 1290598 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[C:12]12([C:22]3[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=3[O:30][CH3:31])[CH:25]=O)[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:20][CH:14]([CH2:15]3)[CH2:13]1)[CH2:19]2>ClCCl>[C:12]12([C:22]3[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=3[O:30][CH3:31])[CH:25]=[N:1][C:2]3[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=3)[CH2:13][CH:14]3[CH2:15][CH:16]([CH2:17][CH:18]([CH2:20]3)[CH2:19]1)[CH2:21]2

참가 물질

4

반응물 2

HCID 12082Methyl 4-aminobenzoateHCID 540295304-Methoxy-3-tricyclo[3.3.1.13,7]dec-1-ylbenzaldehyde

생성물 1

HCID 67591566Methyl 4-[3-(1-adamantyl)-4-methoxybenzylideneamino]benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3 g of basic alumina and 1.94 g (12.9 mmoles) of methyl 4-aminobenzoate are mixed in a mortar, then introduced into a round bottom flask. 3 g (11.1 mmoles) of 3-(1-adamantyl)-4-methoxybenzaldehyde in 50 ml of anhydrous dichloromethane are added with stirring. After heating at reflux for 24 hours, the reaction medium is extracted with dichloromethane and evaporated to dryness. The crude product is recrystallized in a mixture of ethyl acetate and acetone. After filtration, 3.4 g (75%) of the expected product whose melting point is 180°-182° C. are obtained.

후처리

  1. additionintroduced into a round bottom flask
  2. temperatureAfter heating
  3. temperatureat reflux for 24 hours
  4. extractionthe reaction medium is extracted with dichloromethane
  5. customevaporated to dryness
  6. customThe crude product is recrystallized in a mixture of ethyl acetate and acetone
  7. filtrationAfter filtration, 3.4 g (75%) of the expected product whose melting point is 180°-182° C.
  8. customare obtained

출처 및 근거

ORD 기록
ord-d9577ea974d04a0585e3319f112d4521
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753239

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