Ammonium formate → Methyl 2-adamantylacetate

HRID 1925520노트

반응식

HRID 1925520 반응식
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[CH:11][C:12]([O:14][CH3:15])=[O:13])[CH2:8]2.C([O-])=O.[NH4+]>CO.[Pd]>[CH:3]12[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]([CH2:8]3)[CH:2]1[CH2:11][C:12]([O:14][CH3:15])=[O:13])[CH2:4]2

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 13448912Methyl tricyclo[3.3.1.13,7]dec-2-ylideneacetate

생성물 1

HCID 54117306Methyl 2-adamantylacetate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of Intermediate 71 (6.4 g, 31.07 mmol) in methanol (100 mL) was added ammonium formiate (7.8 g, 124.33 mmol), then under argon was added palladium on charcoal (0.6 g, 10%). The reaction mixture was stirred at room temperature for 3 hours. The catalyst was filtered through Celite® and the solvent removed under reduced pressure. The crude was treated with water and ethyl acetate, and the organic layer was extracted and the solvent was removed under reduced pressure. The title compound was obtained as an colourless iol (6.2 g, 95%).

후처리

  1. filtrationThe catalyst was filtered through Celite®
  2. customthe solvent removed under reduced pressure
  3. additionThe crude was treated with water and ethyl acetate
  4. extractionthe organic layer was extracted
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-c4414b81616d4ce693c3c7d7a87eb556
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178679B2

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