Triethylamine → HCID 18334081, 화합물

HRID 2269497노트

반응식

HRID 2269497 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:20]([NH2:29])([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH3:22])[CH3:21].C(N(CC)CC)C.C([BH3-])#N.[Na+]>ClCCl.C(OCC)(=O)C.[Ti](Cl)(Cl)(Cl)Cl.C(O)(=O)C.C(O)C>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[NH:29][C:20]([CH3:22])([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH3:21])=[CH:13][CH:14]=1

참가 물질

10

반응물 4

HCID 8471TriethylamineHCID 68509CumylamineHCID 794540(4-Methoxyphenyl)(3-nitrophenyl)methanoneHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 18334081HCID 18334081, 화합물수율 38%

시약·촉매·용매 5

HCID 24193Titanium Tetrachloride촉매HCID 176Acetic Acid용매HCID 702Ethanol용매HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

2.57 g of 4-methoxyphenyl 3-nitrophenyl ketone, 1.35 g of cumyl amine and 1.35 g of triethylamine were dissolved in 50 ml of dichloromethane, and then 30 ml of a solution of 1.65 ml of titanium tetrachloride in dichloromethane was added dropwise whilst ice cooling. The reaction mixture was stirred at room temperature for 2 hours and was then heated under reflux for 3 hours. The reaction mixture was allowed to cool, after which it was diluted with 150 ml of ethyl acetate. The insoluble matter was then filtered off. The filtrate was washed with a saturated solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. Following a similar reaction, separation and purification procedure to that described in Example (1a), the resulting brown oil, 100 ml of ethanol 2.51 g of sodium cyanoborohydride and 2.58 ml of acetic acid were reacted, to obtain 1.43 g of the title compound as a yellow oil.

후처리

  1. temperaturewas then heated
  2. temperatureunder reflux for 3 hours
  3. temperatureto cool
  4. filtrationThe insoluble matter was then filtered off
  5. washThe filtrate was washed with a saturated solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationdistilled under reduced pressure
  8. customto remove the solvent
  9. customa similar reaction, separation and purification procedure to

출처 및 근거

ORD 기록
ord-fbc68857273849b89ee276d2977c81e1
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329405B1

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