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

HRID 1734906노트

반응식

HRID 1734906 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 199660452-(1-Phenylcyclopentyl)acetic acid수율 90%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dae8a4fd4a224fbabd4a8045d3976a71
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05534529

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