Ammonia → 5-tert-butyl-2,3-dihydro-1H-inden-1-amine

HRID 656423

反応式

HRID 656423 の反応式
CO[N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1.N.[H][H]>[Pd].CO>[C:13]([C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[CH:4]([NH2:3])[CH2:5][CH2:6]2)([CH3:16])([CH3:14])[CH3:15]

参加物

6

反応物 3

HCID 222AmmoniaHCID 730474605-tert-butyl-1-indanone O-methyloximeHCID 178418361HCID 178418361、化合物

生成物 1

HCID 115066015-tert-butyl-2,3-dihydro-1H-inden-1-amine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

5-tert-Butyl-1-indanone O-methyloxime (4.37 g, 20.2 mmol) and 10% palladium on carbon (2.2 g) were combined in methanol (50 ml) and ammonia (10 ml) and placed in a Parr apparatus, which was charged with hydrogen to 60 psi. The reaction was shaken at 50° C. for 16 hours. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was treated with diethyl ether (100 ml) and extracted with hydrochloric acid (1N, 3×50 ml). The combined aqueous extracts were neutralized with sodium hydroxide (6 g) in water (25 ml) and extracted with diethyl ether. The organic extracts were combined, dried with magnesium sulfate, and the filtrate was evaporated under reduced pressure to provide the title compound, which was used without further purification in the next step.

後処理

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. additionThe residue was treated with diethyl ether (100 ml)
  4. extractionextracted with hydrochloric acid (1N, 3×50 ml)
  5. extractionextracted with diethyl ether
  6. dry with materialdried with magnesium sulfate
  7. customthe filtrate was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-b98c3749988c4982be937d8bf102865e
出典データセット
uspto-grants-2011_12
特許番号
US08071762B2

関連ノート

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