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4-Hydroxybenzoic Acid → 4-(4-cyanophenoxy)benzoic acid

HRID 2119823
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HRID 2119823 반응식
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.F[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+].Cl>CC(N(C)C)=O>[C:16]([C:15]1[CH:18]=[CH:19][C:12]([O:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)=[CH:13][CH:14]=1)#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1354-Hydroxybenzoic AcidHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 145174-Fluorobenzonitrile

생성물 1

HCID 21798064-(4-cyanophenoxy)benzoic acid수율 39%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매
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실험 절차

A mixture of 4-hydroxybenzoic acid (3.50 g, 25 mmol), 4-fluorobenzonitrile (3.00 g, 35 mmol), and powdered K2CO3 (6.80 g, 49 mmol) were heated in DMAC (50 mL) at 140° C. for 20 hours. The cooled mixture was then acidified with 1N HCl and extracted with EtOAc (3×50 mL). Concentration of the extracts in vacuo left a residue which was chromatographed over silica gel (5% MeOH/CHCl3) to provide 2.30 g (39%) of pure product. MS (FD+) 238.9

후처리

  1. extractionextracted with EtOAc (3×50 mL)
  2. waitConcentration of the extracts in vacuo left a residue which
  3. customwas chromatographed over silica gel (5% MeOH/CHCl3)

출처 및 근거

ORD 기록
ord-968a7b951876426d8b52b93848be6bea
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06686372B2

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