Water → Omigapil

HRID 1956559노트

반응식

HRID 1956559 반응식
[CH3:1][NH:2][CH2:3][C:4]#[CH:5].Br[CH2:7][C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[O:12][C:11]2[CH:19]=[CH:20][CH:21]=[CH:22][C:10]=2[CH:9]=1.O>C1C=CC=CC=1.CO>[CH:22]1[C:10]2[CH:9]=[C:8]([CH2:7][N:2]([CH3:1])[CH2:3][C:4]#[CH:5])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[O:12][C:11]=2[CH:19]=[CH:20][CH:21]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 96160N-methylpropyn-2-ylamineHCID 18663590HCID 18663590, 화합물

생성물 1

HCID 6419718Omigapil수율 77%

시약·촉매·용매 2

HCID 241Benzene용매2회HCID 887Methanol용매

실험 절차

Methylpropargylamine (4.5 g, 65 mmol) is dissolved in benzene (75 ml) and methanol (25 ml). At 40° C. a solution of 10-bromomethyldibenz[b,f]oxepine (7.0 g, 25 mmol) in benzene (25 ml) is added dropwise in the course of half an hour. When the addition is complete, the mixture is stirred for a further half hour at 40°-50° C., poured into water, washed three times with water and then extracted with 5% methanesulfonic acid. The acidic aqueous phase is rendered basic with concentrated ammonia and extracted with diethyl ether. The ethereal phase is dried over sodium sulfate and concentrated by evaporation. Crystallisation of the residue from petroleum ether yields N-(dibenz[b,f]oxepin-10-ylmethyl-N-methyl-N-prop-2-ynylamine alias 10-(N-propargyl-N-methyl-amino)methyldibenz[b,f]oxepine (5.3 g, 77%). Melting point: 66°-67° C.

후처리

  1. additionWhen the addition
  2. washwashed three times with water
  3. extractionextracted with 5% methanesulfonic acid
  4. extractionextracted with diethyl ether
  5. dry with materialThe ethereal phase is dried over sodium sulfate
  6. concentrationconcentrated by evaporation
  7. customCrystallisation of the residue from petroleum ether

출처 및 근거

ORD 기록
ord-c6c3b9c21b484a68871215b1e6767dd4
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780500

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