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

HRID 406020ノート

反応式

HRID 406020 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-427f75dbc9b24be0a9dd8076790ea3f4
出典データセット
uspto-grants-2014_06
特許番号
US08754079B2

反応ノート

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