Hydrochloric Acid → 2-Nitro-4-((trifluoromethyl)sulfonyl)phenol

HRID 2060019ノート

反応式

HRID 2060019 の反応式
[OH-:1].[Na+].Cl[C:4]1[CH:9]=[CH:8][C:7]([S:10]([C:13]([F:16])([F:15])[F:14])(=[O:12])=[O:11])=[CH:6][C:5]=1[N+:17]([O-:19])=[O:18].CO.Cl>O.C(Cl)Cl>[N+:17]([C:5]1[CH:6]=[C:7]([S:10]([C:13]([F:16])([F:15])[F:14])(=[O:12])=[O:11])[CH:8]=[CH:9][C:4]=1[OH:1])([O-:19])=[O:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 15479561-Chloro-2-nitro-4-trifluoromethanesulfonylbenzene

生成物 1

HCID 50351872-Nitro-4-((trifluoromethyl)sulfonyl)phenol収率 25.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

反応条件

温度
110 °C

実験手順

Sodium hydroxide (211 mg, 5.28 mmol) was added to a suspension of 1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene (297 mg, 1.03 mmol) in H2O (5 mL) at rt, followed by methanol (0.5 mL) to solubilise the starting material, and the reaction was heated at 110° C. for 1 h. The mixture was allowed to cool to rt, diluted with H2O (10 mL) and neutralised with 5 M HCl. DCM was added, the 2 layers were partitioned and the aqueous layer was extracted with DCM (2×). The combined organics were dried (Na2SO4) and concentrated by rotary evaporation to give 2-nitro-4-[(trifluoromethyl)sulfonyl]phenol (D82, 70 mg, 25%) as a colourless oil.

後処理

  1. temperatureto cool to rt
  2. customthe 2 layers were partitioned
  3. extractionthe aqueous layer was extracted with DCM (2×)
  4. dry with materialThe combined organics were dried (Na2SO4)
  5. concentrationconcentrated by rotary evaporation

出典と根拠

ORDレコード
ord-01680e9d9d984b5b904b318e951f4055
出典データセット
uspto-grants-2012_10
特許番号
US08278328B2

反応ノート

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