Sodium Chlorite → 2-Cyclopropyl-6-ethyl-benzoic acid

HRID 659196ノート

反応式

HRID 659196 の反応式
[CH:1]1([C:4]2[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH3:13])[C:5]=2[CH:6]=[O:7])[CH2:3][CH2:2]1.Cl([O-])=[O:15].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)(C)(C)C.CC(=CC)C.O>[CH:1]1([C:4]2[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH3:13])[C:5]=2[C:6]([OH:15])=[O:7])[CH2:2][CH2:3]1

参加物

7

反応物 3

HCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 589519652-Cyclopropyl-6-ethyl-benzaldehyde

生成物 1

HCID 580628792-Cyclopropyl-6-ethyl-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

2-Cyclopropyl-6-ethyl-benzaldehyde (CAS 945408-11-7) (500 mg, 2.9 mmol) was dissolved in 3.5 mL tert butanol and 1.7 mL 2-methyl-2-butene. At 0° C. a solution of sodium chlorite (80% purity, 422 mg, 3.8 mmol) and sodium dihydrogenphosphate (452 mg, 3.8 mmol) in 3 mL water was added slowly. The reaction mixture was stirred at room temperature over night. The solvents were evaporated off. The residue was taken up in 1N sodium hydroxide solution and was extracted with tert butyl methylether. The aqueous phase was adjusted at pH 1 with 25% HCl and extracted twice with tert butyl methylether. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude product was used without any further purification, white solid (412 mg, 75%), MS: m/e=189.3 [(M−H)−].

後処理

  1. customThe solvents were evaporated off
  2. extractionwas extracted with tert butyl methylether
  3. extractionextracted twice with tert butyl methylether
  4. customThe combined organic phases were dried on sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product was used without any further purification, white solid (412 mg, 75%), MS

出典と根拠

ORDレコード
ord-337fab5513f54237922acc60f4d106fd
出典データセット
uspto-grants-2011_12
特許番号
US08080541B2

反応ノート

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