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Carbon Dioxide → N-benzyl-N-methyl-dodecan-1-amine

HRID 262940
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HRID 262940 반응식
C(O)=O.[CH2:4]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C=O.[C:26](=O)=O.Cl.[OH-].[Na+]>O>[CH3:26][N:11]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 6

HCID 280Carbon Dioxide2회HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 232909Benzyl(dodecyl)amine

생성물 1

HCID 225125N-benzyl-N-methyl-dodecan-1-amine

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To 8.96 g (0.105 mol.) of commercial formic acid (85~90%) which was cooled by cold water was gradually added 9.5 g (0.035 mol.) of N-benzyl-n-dodecylamine. Then 2.4 ml (0.0525 mol.) of formaldehyde (37%) was added to the mixture and heated at 90°~100° C. After several minutes, carbon dioxide gas generated, during which the mixture was cooled to room temperature. When the evolution of carbon dioxide stopped, the mixture was again refluxed at 90°~100° C. for 8 hours. After completing the reaction, 18 ml of 4 N-hydrochloric acid was added to the cooled reaction mixture, which was condensed to dryness under reduced pressure. The residue was dissolved in 5 ml of water. 10 ml of 18N-sodium hydroxide solution was added to the aqueous solution which was separated into an oily layer and an aqueous layer, the latter of which was extracted with benzene. The benzene extract was distilled under reduced pressure to obtain N-methyl-N-benzyl-n-dodecylamine, b.p. 146 ~ 149° C./0.4 mmHg.

후처리

  1. temperatureheated at 90°~100° C
  2. waitAfter several minutes
  3. temperaturethe mixture was again refluxed at 90°~100° C. for 8 hours
  4. additionwas added to the cooled reaction mixture, which
  5. customcondensed to dryness under reduced pressure
  6. customwas separated into an oily layer
  7. extractionan aqueous layer, the latter of which was extracted with benzene
  8. extractionThe benzene extract
  9. distillationwas distilled under reduced pressure

출처 및 근거

ORD 기록
ord-fb96d34ecf6347bb8636de81573ad3ee
출처 데이터셋
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04155872

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