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2,6-Di-tert-butylphenol → HCID 66586998, 화합물

HRID 870116
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HRID 870116 반응식
BrC1C=C[C:12]2[C:11]3[C:6](=CC(Br)=[CH:9][CH:10]=3)[C:5]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][Br:29])([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][Br:22])[C:4]=2C=1.[C:30]([C:34]1[CH:39]=[CH:38][CH:37]=[C:36](C(C)(C)C)[C:35]=1O)([CH3:33])(C)C.[CH2:45](C([Sn])=C(CCCC)CCCC)[CH2:46]CC.[F-].[K+]>CCOCC.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1(C)C=CC=CC=1>[Br:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][C:5]1([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][Br:29])[C:35]2[CH:36]=[C:37]([CH:45]=[CH2:46])[CH:38]=[CH:39][C:34]=2[C:30]2[C:4]1=[CH:12][C:11]([CH:10]=[CH2:9])=[CH:6][CH:33]=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 314052,6-Di-tert-butylphenolHCID 522689Potassium FluorideHCID 218679302,7-Dibromo-9,9-bis(6-bromohexyl)-9H-fluoreneHCID 53438229Tri(butyl)vinyltin

생성물 1

HCID 66586998HCID 66586998, 화합물

시약·촉매·용매 3

HCID 178418476
HCID 178418476, 화합물
촉매
HCID 1140Toluene용매
HCID 3283Diethyl Ether용매

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온도
100 °C

실험 절차

A flask with a stirring bar was charged with a mixture of compound 1 (1.000 g, 1.54 mmol), PdCl2(PPh3)2 (0.0588 g, 0.065 mmol), a few crystals of 2,6-ditert-butylphenol, and toluene (15.0 mL). The mixture was heated to 100° C. under nitrogen, and tributylvinyltin (1.125 g, 3.534 mmol) was added dropwise. The mixture was further heated for 23 hours. It was subsequently diluted with 60 mL of ether and treated with KF solution (˜10%). The mixture was stirred for 20 hours and followed by filtration to remove the insoluble solid. The organic layer was washed with water and dried over anhydrous MgSO4. After removal of the solvent, the residue was purified by column chromatography with n-hexane as eluent to afford 0.650 g of compound 2.

후처리

  1. temperatureThe mixture was further heated for 23 hours
  2. filtrationfollowed by filtration
  3. customto remove the insoluble solid
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous MgSO4
  6. customAfter removal of the solvent
  7. customthe residue was purified by column chromatography with n-hexane as eluent

출처 및 근거

ORD 기록
ord-4bbe3177a8784ef1a311010b986c19fd
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969509B2

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