Chloroacetyl chloride → N-alpha-chloroacetyl-N-(1,3-dioxolan-2-ylmethyl)-2,6-dimethylaniline

HRID 1578908

반응식

HRID 1578908 반응식
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][NH:7][C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:15].C(=O)(O)[O-].[Na+].O1CCOCC1.[Cl:27][CH2:28][C:29](Cl)=[O:30]>CCOCC.O>[Cl:27][CH2:28][C:29]([N:7]([CH2:6][CH:2]1[O:3][CH2:4][CH2:5][O:1]1)[C:8]1[C:9]([CH3:15])=[CH:10][CH:11]=[CH:12][C:13]=1[CH3:14])=[O:30]

참가 물질

7

반응물 4

HCID 6577Chloroacetyl chlorideHCID 312751,4-DioxaneHCID 1047101,3-Dioxolane-2-methanamine, N-(2,6-dimethylphenyl)-HCID 516892Sodium Bicarbonate

생성물 1

HCID 13017584N-alpha-chloroacetyl-N-(1,3-dioxolan-2-ylmethyl)-2,6-dimethylaniline

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

N-(1,3-Dioxolan-2-ylmethyl)-2,6-dimethylaniline (7.8 grams), sodium bicarbonate (7.0 grams), dioxane (20 ml) and water (4 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture was cooled to a temperature of about 0°C and chloroacetyl chloride (5.0 grams) was added, with stirring, over a period of about 15 minutes. After the addition was completed stirring was continued for a period of about 1 hour. After this time ether (100 ml) was added to the mixture and the resulting solution was washed with water. The washed solution was then dried over anhydrous magnesium sulfate and stripped of solvents leaving a solid residue. The residue was recrystallized from an ether-pentane mixture to yield the desired product N-α-chloroacetyl-N-(1,3-dioxolan-2-ylmethyl)-2,6-dimethylaniline having a melting point of 58° to 60°C.

후처리

  1. customequipped with a mechanical stirrer
  2. additionwas added
  3. additionAfter the addition
  4. stirringwas completed stirring
  5. waitwas continued for a period of about 1 hour
  6. washthe resulting solution was washed with water
  7. dry with materialThe washed solution was then dried over anhydrous magnesium sulfate
  8. customleaving a solid residue
  9. customThe residue was recrystallized from an ether-pentane mixture

출처 및 근거

ORD 기록
ord-e5ab9ae338f948f89ac1657d2c672193
출처 데이터셋
uspto-grants-1976_02
특허 번호
US03940259

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