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Cyclohexanol → HCID 21997446, 화합물

HRID 1977308
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HRID 1977308 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH:18]1(O)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH:18]1([O:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=3)=[CH:6][CH:7]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7966CyclohexanolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

생성물 1

HCID 21997446HCID 21997446, 화합물수율 43.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 4-(4-hydroxyphenyl)benzoate (3.00 g) and cyclohexanol (1.58 g) in tetrahydrofuran (60 ml) was added dropwise diethyl azodicarboxylate (2.48 ml) at 0-10° C. under nitrogen atmosphere, and the mixture was stirred at ambient temperature for 4 hours. After concentration, to the residue was added ethyl acetate (50 ml) and n-hexane (10 ml), and the resulting precipitate was removed by filtration and discarded. To the filtrate was added silica gel (12 g) and the mixture was evaporated. The residue was purified by column chromatography on silica gel (80 g) eluting with a mixed solvent of 5% ethyl acetate in n-hexane to give methyl 4-(4-cyclohexyloxyphenyl)benzoate (1.79 g) as a white solid.

후처리

  1. concentrationAfter concentration
  2. additionto the residue was added ethyl acetate (50 ml) and n-hexane (10 ml)
  3. customthe resulting precipitate was removed by filtration
  4. additionTo the filtrate was added silica gel (12 g)
  5. customthe mixture was evaporated
  6. customThe residue was purified by column chromatography on silica gel (80 g)
  7. washeluting with a mixed solvent of 5% ethyl acetate in n-hexane

출처 및 근거

ORD 기록
ord-26f294e77f2a40638f7e27afc20b5684
출처 데이터셋
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06232290B1

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