5-Fluoro-2-nitrophenol → cis-4-Fluoro-2-(2-methoxy-cyclohexyloxy)-1-nitro-benzene

HRID 406020

반응식

HRID 406020 반응식
CCOC(/N=N/C(OCC)=O)=O.[F:13][C:14]1[CH:15]=[CH:16][C:17]([N+:21]([O-:23])=[O:22])=[C:18]([OH:20])[CH:19]=1.[CH3:24][O:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]1O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.C(Cl)Cl>[F:13][C:14]1[CH:15]=[CH:16][C:17]([N+:21]([O-:23])=[O:22])=[C:18]([O:20][C@@H:27]2[CH2:28][CH2:29][CH2:30][CH2:31][C@@H:26]2[O:25][CH3:24])[CH:19]=1

참가 물질

7

반응물 4

HCID 99375-Fluoro-2-nitrophenolHCID 11776TriphenylphosphineHCID 102911Cyclohexanol, 2-methoxy-HCID 5462977Diethyl azodicarboxylate

생성물 1

HCID 67382391cis-4-Fluoro-2-(2-methoxy-cyclohexyloxy)-1-nitro-benzene

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

2.36 ml DEAD were added to an ice-cooled solution of the 1.57 g 5-fluoro-2-nitrophenol, 1.95 ml 2-methoxycyclohexanol and 3.93 g triphenylphosphine in 30 ml THF. The reaction mixture was allowed to warm to rt overnight. The mixture was stirred additional 48 hours. Then the reaction mixture was diluted with methylene chloride and washed with 10% aq. potassium carbonate solution. The organic phase was passed through a hydrophobic frit and evaporated. Purification was achieved by silica gel column chromatography (solvent:10:1 iso-hexane: EtOAc).

후처리

  1. washwashed with 10% aq. potassium carbonate solution
  2. customevaporated
  3. customPurification

출처 및 근거

ORD 기록
ord-427f75dbc9b24be0a9dd8076790ea3f4
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754079B2

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