Hydrochloric Acid → HCID 86665551、化合物

HRID 1025921

反応式

HRID 1025921 の反応式
[CH3:1][N:2]1[CH2:7][C:6]([CH3:11])([N+:8]([O-:10])=[O:9])[CH2:5][O:4]C1.[ClH:12]>C(O)C.O>[ClH:12].[CH3:11][C:6]([N+:8]([O-:10])=[O:9])([CH2:7][NH:2][CH3:1])[CH2:5][OH:4]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 2018303,5-Dimethyl-5-nitro-1,3-oxazinane

生成物 1

HCID 86665551HCID 86665551、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒2 回

実験手順

A solution of 3,5-dimethyl-5-nitro-1,3-oxazinane (11.5 g, 71.8 mmol) in 280 ml ethanol, 50 ml water, and 12 ml of concentrated hydrochloric acid was equipped with a dean stark trap and heated at reflux temperature. To the refluxing reaction was slowly added a solution of 280 ml ethanol and 50 ml water. The rate of addition of the solution was matched to the rate of distillation and removal of an equal volume of solvent over the course of ca. 2 hours. After 4 hours at reflux temperature, the remaining solvent was distilled off and the crude residue was lyophilized from water to give 14.1 g of white solid, which was used directly in the next step without further purification. 1H NMR (400 MHz, D2O) δ 1.53 (s, 3H), 2.74 (s, 3H), 3.62-3.66 (d, J=14.6 Hz, 1H), 3.68-3.72 (d, J=14.6 Hz, 1H), 3.84-3.87 (d, J=12.5 Hz, 1H), 4.10-4.13 (d, J=12.5 Hz, 1H). 13C NMR (100 MHz, D2O) δ 18.9, 34.4, 52.8, 66.2, 88.9. LRMS (ESI/APCI):149 [M+H]+.

後処理

  1. temperatureheated
  2. temperatureat reflux temperature
  3. customTo the refluxing reaction
  4. additionThe rate of addition of the solution
  5. distillationwas matched to the rate of distillation and removal of an equal volume of solvent over the course of ca. 2 hours
  6. temperatureAfter 4 hours at reflux temperature
  7. distillationthe remaining solvent was distilled off

出典と根拠

ORDレコード
ord-796db90cb9e14e7c8b8eca1491e11424
出典データセット
uspto-grants-2014_05
特許番号
US08729112B2

関連ノート

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