Ammonium formate → Methyl 2-adamantylacetate

HRID 1925520ノート

反応式

HRID 1925520 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 54117306Methyl 2-adamantylacetate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c4414b81616d4ce693c3c7d7a87eb556
出典データセット
uspto-grants-2012_05
特許番号
US08178679B2

反応ノート

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