Dimethyl Carbonate → HCID 67653663、化合物

HRID 373667ノート

反応式

HRID 373667 の反応式
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1.[C:10](=[O:15])([O:13]C)[O:11][CH3:12]>C(=O)([O-])[O-].[K+].[K+].CO>[CH3:12][O:11][C:10](=[O:13])[OH:15].[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

参加物

5

反応物 2

HCID 12021Dimethyl Carbonate3 回HCID 611632-Morpholinoethanol2 回

生成物 1

HCID 67653663HCID 67653663、化合物収率 99%

試薬・触媒・溶媒 2

HCID 11430Potassium Carbonate触媒HCID 887Methanol溶媒

実験手順

A total of 13.1 grams (0.1 moles) of 4-(2-hydroxyethyl)morpholine, 27.0 grams (0.3 moles) of dimethyl carbonate and 0.4 grams of anhydrous Potassium carbonate were combined in a 50 milliliter 3-neck round bottom flask equipped with a 4 inch vacuum-jacketed vigreaux column and a distillation head. The contents were heated to reflux under nitrogen, and after a period of 15 minutes (kettle temperature of 93° C. and a head temperature of 63° C.) methanol (with some dimethyl carbonate) was slowly removed overhead. After a period of about 2.5 hours, an additional 4.5 grams of dimethyl carbonate was added and the contents heated to reflux for another 1.5 hours. Capillary gas chromatographic analysis showed complete reaction of 4-(2-hydroxyethyl)morpholine. The flask was then cooled, filtered to remove potassium carbonate and charged to a clean 50 milliliter round bottom flask. The contents were distilled under vacuum (5 mm Hg) to give 9.14 grams (boiling point 117-119° C. at 5 mm Hg) of 4-(2-hydroxyethyl)morpholine methyl carbonate (99 percent). The kettle residue (4.3 grams) analyzed (area percent) by capillary gas chromatography as follows: 4-(2-hydroxyethyl)morpholine methyl carbonate (32.8 percent) and bis(2-N-morpholinoethyl)carbonate (65.5 percent).

後処理

  1. customequipped with a 4 inch vacuum-jacketed vigreaux column
  2. temperatureThe contents were heated
  3. temperatureto reflux under nitrogen
  4. customa head temperature of 63° C.
  5. waitAfter a period of about 2.5 hours
  6. temperaturethe contents heated
  7. temperatureto reflux for another 1.5 hours
  8. temperatureThe flask was then cooled
  9. filtrationfiltered
  10. customto remove potassium carbonate
  11. additioncharged to a clean 50 milliliter round bottom flask
  12. distillationThe contents were distilled under vacuum (5 mm Hg)

出典と根拠

ORDレコード
ord-5a391003ad7946598d75d4820cb428c3
出典データセット
uspto-grants-1992_11
特許番号
US05164497

反応ノート

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