Orcinol → 3-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol

HRID 325049

반응식

HRID 325049 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH:20][C:21]1[CH:22]=[C:23]([CH3:28])[CH:24]=[C:25]([OH:27])[CH:26]=1.[C:29]([C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38]O)=[CH:33][CH:32]=1)#[N:30].CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[C:29]([C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][O:20][C:21]2[CH:26]=[C:25]([OH:27])[CH:24]=[C:23]([CH3:28])[CH:22]=2)=[CH:33][CH:32]=1)#[N:30]

참가 물질

6

반응물 4

HCID 10436OrcinolHCID 11776TriphenylphosphineHCID 28008154-(2-Hydroxyethyl)benzonitrileHCID 5462977Diethyl azodicarboxylate

생성물 1

HCID 220335303-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol수율 37%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Triphenylphoshine (7.86 g; 30 mmol), 3,5-dihydroxytoluene (2.5 g; 20 mmol) and 2-(4-cyanophenyl)ethanol (4.41 g; 30 mmol) were dissolved in THF (50 mL). Diethylazodicarboxylate (5.22 g; 30 mmol; dissolved in THF (10 mL)), was added and the solution was stirred at room temperature overnight. The solvent was removed in vacuo and the white solid residue extracted with Et2O. Purification by flash chromatography (SiO2; toluene:EtOAc (10:1)) afforded 1.85 g (37%) of the sub-title compound as a white solid.

후처리

  1. customThe solvent was removed in vacuo
  2. extractionthe white solid residue extracted with Et2O
  3. customPurification by flash chromatography (SiO2; toluene:EtOAc (10:1))

출처 및 근거

ORD 기록
ord-c75018db129c4a1882a1a70317255148
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06221898B1

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