1-Chloroethyl chloroformate → 7-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

HRID 130803ノート

反応式

HRID 130803 の反応式
[Cl:1][C:2]([O:4][CH:5](Cl)[CH3:6])=O.CO[CH:10]1[C:16]2[CH:17]=CC=[CH:20][C:15]=2[CH2:14][CH2:13][N:12](C)[CH2:11]1>ClCCCl>[ClH:1].[CH3:2][O:4][C:5]1[CH:6]=[CH:17][C:16]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14][C:15]=2[CH:20]=1

参加物

4

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 68748342methoxy-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

生成物 1

HCID 212429067-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride収率 179%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

The reactions are set up in a 22 L flask, each equipped with a mechanical stirrer, heating mantle, condenser and nitrogen bubbler. Add 1-chloroethyl chloroformate (620 mL, 5.750 mol, 10.0 eq) over 1 hour to methoxy-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (110 g, 575 mmol, 1.0 eq) dissolved in 1,2-dichloroethane (8.0 L) at 60° C., under nitrogen, in a 22 L flask. The solution turns dark purple over the next 2 hours. Heat the mixture to reflux and stir for 16 hours under nitrogen. The reaction is determined to be complete by TLC. Cool the reaction flask and concentrate under vacuum to an oil. Dissolve the oil in methanol (4 L) and add to a 22 L reaction flask and stir for 16 hours at room temperature under nitrogen. Concentrate the resulting solution under vacuum to an off-white solid 220 g, 90% yield).

後処理

  1. customThe reactions are set up in a 22 L flask
  2. customeach equipped with a mechanical stirrer
  3. temperatureheating mantle, condenser and nitrogen bubbler
  4. customturns dark purple over the next 2 hours
  5. temperatureHeat the mixture
  6. temperatureto reflux
  7. temperatureCool the reaction flask
  8. concentrationconcentrate under vacuum to an oil
  9. dissolutionDissolve the oil in methanol (4 L)
  10. additionadd to a 22 L reaction flask
  11. stirringstir for 16 hours at room temperature under nitrogen

出典と根拠

ORDレコード
ord-e6112d2fb9234db7b92b5785d797fa33
出典データセット
uspto-grants-2008_06
特許番号
US07381719B2

反応ノート

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