Sulfamic Acid → 2-(1-Phenylcyclopentyl)acetic acid

HRID 1734906ノート

反応式

HRID 1734906 の反応式
S(=O)(=O)(O)N.Cl([O-])=[O:7].[Na+].[C:10]1([C:16]2([CH2:21][CH:22]=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)(C)(C)C>[C:10]1([C:16]2([CH2:21][C:22]([OH:7])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 5987Sulfamic AcidHCID 199660432-(1-Phenylcyclopentyl)acetaldehydeHCID 23668197Sodium Chlorite

生成物 1

HCID 199660452-(1-Phenylcyclopentyl)acetic acid収率 90%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

1 ml of an aqueous solution of 39 mg (0.402 mmol) of sulfamic acid and then 1 ml of an aqueous solution of 37.6 mg (0.416 mmol) of sodium chlorite were added dropwise to a solution of 58.4 mg (0.310 mmol) of 2-(1-phenylcyclopentyl)acetaldehyde [prepared as described in step (v) above] in 1 ml of t-butanol at room temperature, and the resulting mixture was stirred for 1 hour at room temperature, after which it was extracted with methylene chloride. The extract was washed with water and then dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, to give colorless crystals. These were recrystallized from a mixture of ethyl acetate and hexane, to give 57 mg (yield 90%) of the title compound as plate-like crystals.

後処理

  1. extractionafter which it was extracted with methylene chloride
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed by distillation under reduced pressure
  5. customto give colorless crystals
  6. customThese were recrystallized from a mixture of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-dae8a4fd4a224fbabd4a8045d3976a71
出典データセット
uspto-grants-1996_07
特許番号
US05534529

反応ノート

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