Formic Acid → HCID 19970870, 화합물

HRID 2260663노트

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HRID 2260663 반응식
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]2[CH:33]=[CH:32][C:22]3[NH:23][C:24]4[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=4[CH2:26][CH2:27][C:21]=3[CH:20]=2)[CH2:14][CH2:13]1.CO>ClC(Cl)C>[CH:1]([N:23]1[C:24]2[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=2[CH2:26][CH2:27][C:21]2[CH:20]=[C:19]([CH2:18][N:15]3[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]3)[CH:33]=[CH:32][C:22]1=2)=[O:3]

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 887MethanolHCID 7918Acetic AnhydrideHCID 30488975H-Dibenz(b,f)azepine, 10,11-dihydro-2-((4-methyl-1-piperazinyl)methyl)-

생성물 1

HCID 19970870HCID 19970870, 화합물수율 23%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

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온도
45 °C

실험 절차

Formic acid (99%; 300 ml) was added dropwise to 600 ml of acetic anhydride, the internal temperature being maintained at 45° C., followed by stirring for one hour. To this solution was added, in small portions, a suspension of 375 g of Compound 30-1a in 500 ml of dichloroethane under ice cooling, followed by stirring at room temperature for 8 hours. After cooling, 400 ml of methanol was added, and the solvent was distilled off under reduced pressure. The residue was diluted with water, and adjusted to pH 9-10 with a 10N aqueous solution of sodium hydroxide. The organic layer was extracted with ethyl acetate, and the extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [eluent: ethyl acetate/methanol/triethylamine (300/20/1)] to give 106.8 g (23%) of the product as an oily substance.

후처리

  1. additionTo this solution was added, in small portions
  2. stirringby stirring at room temperature for 8 hours
  3. temperatureAfter cooling
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionThe residue was diluted with water
  6. extractionThe organic layer was extracted with ethyl acetate
  7. washthe extract was washed with a saturated aqueous solution of sodium chloride
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationThe solvent was distilled off under reduced pressure
  10. customthe residue was purified by silica gel column chromatography [eluent: ethyl acetate/methanol/triethylamine (300/20/1)]

출처 및 근거

ORD 기록
ord-1aa42056e1864a129ad6707c2be0666b
출처 데이터셋
uspto-grants-1995_12
특허 번호
US05478840

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