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Cyclohexane → HCID 18448416, 화합물

HRID 1269652
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HRID 1269652 반응식
[CH3:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:27])[CH2:24][CH2:25][CH3:26].C1CCCCC1>C(Cl)Cl>[CH3:1][C:2]1[C:7]([NH:8][C:23](=[O:27])[CH2:24][CH2:25][CH3:26])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8078CyclohexaneHCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 184483212,4'-Dimethyl-[1,1'-biphenyl]-3-amine

생성물 1

HCID 18448416HCID 18448416, 화합물수율 92.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2,4′-dimethyl-1,1′-biphenyl-3-ylamine (20 g, 0.1015 mol) in anhydrous CH2Cl2 (250 ml) at 0° C. under nitrogen was added triethylamine (28.29 ml, 0.203 mol). Butyrylchloride (11.07 ml, 0.1066 mol) was added dropwise over 0.5 h, the rate of addition ensured temperature of reaction mixture was below 10° C. Reaction mixture was then stirred at room temperature for 2 h under nitrogen, diluted with CH2Cl2 (200 ml), washed with water (400 ml), saturated sodium bicarbonate (400 ml) and saturated sodium chloride (400 ml). The organic solution was dried (Na2SO4) and the solvent removed in vacuo to give a cream solid. To the solid was added cyclohexane (400 ml), the mixture stirred for 2 h and filtered. The solid residues were dissolved in CH2Cl2 and the solvents removed in vacuo to afford the title compound as a cream solid (25 g).

후처리

  1. additionthe rate of addition
  2. customtemperature of reaction mixture
  3. customwas below 10° C
  4. customReaction mixture
  5. washwashed with water (400 ml), saturated sodium bicarbonate (400 ml) and saturated sodium chloride (400 ml)
  6. dry with materialThe organic solution was dried (Na2SO4)
  7. customthe solvent removed in vacuo
  8. customto give a cream solid
  9. stirringthe mixture stirred for 2 h
  10. filtrationfiltered
  11. dissolutionThe solid residues were dissolved in CH2Cl2
  12. customthe solvents removed in vacuo

출처 및 근거

ORD 기록
ord-b7862f713e404ef7ba977b5b57d51ee8
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07199239B2

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