Sulfuric Acid → 2,2,2-Trichloroethyl 3,5-dihydroxybenzoate

HRID 1745899ノート

反応式

HRID 1745899 の反応式
[Cl:1][C:2]([Cl:6])([Cl:5])[CH2:3][OH:4].[OH:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([OH:17])[CH:16]=1)[C:11](O)=[O:12].S(=O)(=O)(O)O>>[OH:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([OH:17])[CH:16]=1)[C:11]([O:4][CH2:3][C:2]([Cl:6])([Cl:5])[Cl:1])=[O:12]

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 74243,5-Dihydroxybenzoic AcidHCID 8259Trichloroethanol

生成物 1

HCID 154242232,2,2-Trichloroethyl 3,5-dihydroxybenzoate収率 61.4%

反応条件

温度
90 °C

実験手順

To freshly distilled 2,2,2-trichloroethanol (25 mL) was added 3,5-dihydroxybenzoic acid 4.50 g, 29.2 mmol) followed by concentrated sulfuric acid (1.0 mL), and mixture was stirred vigorously and heated at 90° C. for 48 h under nitrogen. The reaction mixture was cooled and evaporated to dryness under reduced pressure. The crude product was purified by flash chromatography eluting with CH2Cl2 gradually increasing to 1:10 diethyl ether/CH2Cl2, to give (2,2,2-trichloroethyl) 3,5-dihydroxybenzoate as a viscous oil (5.12 g, yield 61.4%).

後処理

  1. temperatureThe reaction mixture was cooled
  2. customevaporated to dryness under reduced pressure
  3. customThe crude product was purified by flash chromatography
  4. washeluting with CH2Cl2
  5. temperaturegradually increasing to 1:10 diethyl ether/CH2Cl2

出典と根拠

ORDレコード
ord-3452fd216dcb49769a79e3b701a14341
出典データセット
uspto-grants-2006_03
特許番号
US07019453B2

反応ノート

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