Water → Omigapil

HRID 1956559ノート

反応式

HRID 1956559 の反応式
[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

参加物

6

反応物 3

HCID 962WaterHCID 96160N-methylpropyn-2-ylamineHCID 18663590HCID 18663590、化合物

生成物 1

HCID 6419718Omigapil収率 77%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6c3b9c21b484a68871215b1e6767dd4
出典データセット
uspto-grants-1998_07
特許番号
US05780500

反応ノート

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