Phosgene → N-ethyl-N-(oxan-4-yl)carbamoyl chloride

HRID 650868ノート

反応式

HRID 650868 の反応式
[CH2:1]([NH:3][CH:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)[CH3:2].C(N(CC)CC)C.[C:17](Cl)([Cl:19])=[O:18]>ClCCl>[CH2:1]([N:3]([CH:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)[C:17]([Cl:19])=[O:18])[CH3:2]

参加物

5

反応物 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 10964527N-ethyltetrahydro-2H-pyran-4-amine

生成物 1

HCID 11127103N-ethyl-N-(oxan-4-yl)carbamoyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

At −30° C., a solution of 19 g (0.15 mol) of ethyl(tetrahydro-2H-pyran-4-yl)amine and 14.8 g (0.15 mol) of triethylamine in 10 ml of dichloromethane was slowly added dropwise to a solution of 44 g (0.44 mol) of phosgene in 100 ml of dichloromethane. The mixture was slowly warmed to room temperature (over a period of approximately 3 hours) and then heated under reflux for 30 minutes, excess phosgene was removed using a nitrogen stream, and the solution was concentrated. 200 ml of hexane were added, the solids were filtered off and the filtrate was concentrated. Yield 25.3 g. MS (m/z): 192 [M+H]+, 156 [M−Cl]+.

後処理

  1. temperaturethen heated
  2. temperatureunder reflux for 30 minutes
  3. customexcess phosgene was removed
  4. concentrationthe solution was concentrated
  5. addition200 ml of hexane were added
  6. filtrationthe solids were filtered off
  7. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-a343d04a3acf4550a40c78d21f6971be
出典データセット
uspto-grants-2001_08
特許番号
US06277790B1

反応ノート

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