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Water → 2-(Difluoromethoxy)-4-fluoro-1-nitrobenzene

HRID 1496961
ノート
印刷プレビュー

反応式

HRID 1496961 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].COC(=O)[C:21](Cl)([F:23])[F:22].O>CN(C)C=O>[F:22][CH:21]([F:23])[O:8][C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 99375-Fluoro-2-nitrophenolHCID 11430Potassium CarbonateHCID 73935Methyl chlorodifluoroacetate

生成物 1

HCID 463115882-(Difluoromethoxy)-4-fluoro-1-nitrobenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

5-fluoro-2-nitrophenol (3.1 g) was dissolved in dimethylformamide (40 mL), and potassium carbonate (4.2 g) and chlorodifluoroacetic acid methyl ester (3.2 mL) were slowly dropwisely added at room temperature. The mixed solution was isothermally maintained to 100° C., stirred for 2 hours, and then cooled to room temperature. Then, the resultant was added with water (100 ml) and extracted with diethyl ether (200 mL). The resulting organic layer was washed with saturated brine and dried with sodium sulfate and filtered. The resulting mixture was purified by column chromatography (silica gel, hexane/ethyl acetate) to obtain a target compound as a bright yellow solid.

後処理

  1. temperaturecooled to room temperature
  2. extractionextracted with diethyl ether (200 mL)
  3. washThe resulting organic layer was washed with saturated brine
  4. dry with materialdried with sodium sulfate
  5. filtrationfiltered
  6. customThe resulting mixture was purified by column chromatography (silica gel, hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-c1de3db7737c48b0abc488ab6d000ef3
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09199944B2

反応ノート

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