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Sodium Carbonate → HCID 56617843, 화합물

HRID 1199426
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HRID 1199426 반응식
[CH3:1][C:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:21])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:20])[CH2:14][CH2:15][CH:16]=[C:17]([CH3:19])[CH3:18])=[CH:3][CH2:4][NH2:5].[CH3:22][O:23]C(OC)N(C)C.C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1>[CH3:1][C:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:21])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:20])[CH2:14][CH2:15][CH:16]=[C:17]([CH3:19])[CH3:18])=[CH:3][CH2:4][NH:5][CH:22]=[O:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 78373Dimethylformamide dimethyl acetalHCID 53878846HCID 53878846, 화합물

생성물 1

HCID 56617843HCID 56617843, 화합물수율 64.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 580 mg (2 mmol) of 3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenylamine (hereinafter abbreviated as tetraprenylamine) II-1 in 20 ml of anhydrous tetrahydrofuran is added 953 mg (8 mmol) of N,N-dimethylformamide dimethylacetal. The mixture is heated under reflux for 3 hours, mixed with 15 ml of 10% aqueous sodium carbonate, and stirred at room temperature for 4 hours. The reaction mixture is concentrated, and the resulting residue is dissolved in 50 ml of CH2Cl2 and washed twice with 50 ml of water. The resulting mixture is dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue is purified by silica-gel column chromatography and eluted with AcOEt to give 410 mg of the titled compound I-1 as colorless oil. Yield: 64.7%.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. concentrationThe reaction mixture is concentrated
  4. dissolutionthe resulting residue is dissolved in 50 ml of CH2Cl2
  5. washwashed twice with 50 ml of water
  6. dry with materialThe resulting mixture is dried over anhydrous sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe residue is purified by silica-gel column chromatography
  9. washeluted with AcOEt

출처 및 근거

ORD 기록
ord-fc54b5b1c02b4c648d6711144f057a39
출처 데이터셋
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04900749

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