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1-Bromododecane → 4-Dodecyl-5-methyl-3-morpholinone

HRID 1639125
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HRID 1639125 반응식
[H-].[Na+].[CH3:3][CH:4]1[NH:9][C:8](=[O:10])[CH2:7][O:6][CH2:5]1.[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C1(C)C=CC=CC=1>[CH2:22]([N:9]1[CH:4]([CH3:3])[CH2:5][O:6][CH2:7][C:8]1=[O:10])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 89191-BromododecaneHCID 24758Sodium hydrideHCID 124003545-Methylmorpholin-3-one

생성물 1

HCID 146259354-Dodecyl-5-methyl-3-morpholinone수율 71.1%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A mixture of 3.00 g of 60% sodium hydride and 100 ml of benzene was incorporated dropwise with a solution of 3.00 g of L-2-amino-1-propanol in 10 ml of benzene, thereafter agitated at room temperature for a whole day, freed from the solvent by distillation off at reduced pressure to obtain a residue which was dissolved in ethyl acetate and subjected to column chromatography thereby to obtain 3.25 g of 5-methyl-3-morpholinone. A mixture of 1.24 g of 60% sodium hydride and 100 ml of toluene was incorporated dropwise with a solution of 3.25 g of 5-methyl-3-morpholinone in 10 ml of toluene, refluxed for one hour, incorporated with 7.05 g of lauryl bromide, further refluxed for a whole day, filtered to remove insoluble materials. The filtrate obtained was washed, dried and freed from the solvent by distillaton off at reduced pressure, subjected to column chromatography and finally distilled to obtain 5.69 g of colorless 4-(n-dodecyl)-5-methyl-3-morpholinone having the following appearance, column temperature and analysis:

후처리

  1. temperaturefurther refluxed for a whole day
  2. filtrationfiltered
  3. customto remove insoluble materials
  4. customThe filtrate obtained
  5. washwas washed
  6. customdried
  7. distillationfinally distilled

출처 및 근거

ORD 기록
ord-6d1d4a44f05840ed8db06ef7fa88f1d5
출처 데이터셋
uspto-grants-1989_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04882359

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