Sodium Chlorite → 2-Cyclopropyl-4,6-bis-trifluoromethyl-benzoic acid

HRID 659217

反応式

HRID 659217 の反応式
[CH:1]1([C:4]2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([C:16]([F:19])([F:18])[F:17])[C:5]=2[CH:6]=[O:7])[CH2:3][CH2:2]1.Cl([O-])=[O:21].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)(C)(C)C.CC(=CC)C.O>[CH:1]1([C:4]2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([C:16]([F:17])([F:18])[F:19])[C:5]=2[C:6]([OH:21])=[O:7])[CH2:3][CH2:2]1

参加物

7

反応物 3

HCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 581677622-Cyclopropyl-4,6-bis-trifluoromethyl-benzaldehyde

生成物 1

HCID 581677652-Cyclopropyl-4,6-bis-trifluoromethyl-benzoic acid

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6386tert-Butanol溶媒HCID 105532-Methyl-2-butene溶媒

実験手順

Crude 2-cyclopropyl-4,6-bis-trifluoromethyl-benzaldehyde (intermediate AM, 1.01 g, 3.58 mmol) was dissolved in 8.5 mL tert-butylalcohol and 4.5 mL 2-methyl-2-butene. At 0° C. a solution of sodium chlorite (340 mg, 3.76 mmol) and sodium dihydrogenphosphat (451 mg, 3.76 mmol) in 3 mL water was added. The reaction mixture was stirred at room temperature overnight. The solvents were evaporated off. The residue was taken up in 1N NaOH and extracted twice with tert-butyl methyl ether. The aqueous phase was adjusted to pH 2 by addition of 25% HCl and extracted twice with tert-butyl methyl ether. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude material, off-white solid (1.01 g, 54%) was used without further purification.

後処理

  1. customThe solvents were evaporated off
  2. extractionextracted twice with tert-butyl methyl ether
  3. additionThe aqueous phase was adjusted to pH 2 by addition of 25% HCl
  4. extractionextracted twice with tert-butyl methyl ether
  5. customThe combined organic phases were dried on sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe crude material, off-white solid (1.01 g, 54%) was used without further purification

出典と根拠

ORDレコード
ord-415f57dc531d4b58be1dd19a69f22f80
出典データセット
uspto-grants-2011_12
特許番号
US08080541B2

関連ノート

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