(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amine → 1,1,3-Trimethylindan-4-amine

HRID 925100

反応式

HRID 925100 の反応式
[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[C:6]([NH2:11])[CH:7]=[CH:8][CH:9]=2)[C@H:4]([CH3:12])[CH2:3]1.[H][H]>[C].[Pd].CC(O)C>[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[C:6]([NH2:11])[CH:7]=[CH:8][CH:9]=2)[CH:4]([CH3:12])[CH2:3]1

参加物

5

反応物 2

HCID 14535936(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amineHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 112175411,1,3-Trimethylindan-4-amine

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 3776Isopropanol溶媒

実験手順

Into a reaction vessel were charged 6.00 parts by weight of (3R)-1,1,3-trimethyl-4-aminoindane (optical purity of 96.5% ee), 0.81 parts by weight of 5% palladium-carbon (STD-type, manufactured by N. E. Chemcat Corporation), and 12 parts by weight of 2-propanol, thereby obtaining a mixture. The reaction vessel was sealed and the gas inside the reaction vessel was replaced with nitrogen. While stirring the mixture at room temperature, to the reaction vessel was charged hydrogen until the internal pressure of hydrogen in the reaction vessel reached 0.5 MPa. After 15 minutes, the gas in the reaction vessel was replaced with nitrogen, and the mixture was stirred at an internal temperature of 150° C. and an internal pressure of 0.8 MPa for 7 hours to obtain a reaction mixture. The obtained reaction mixture was cooled and filtered. The obtained solid was washed with 20 parts by weight of 2-propanol. The washing liquid recovered after washing and the filtrate obtained by filtration were combined. The combined mixture was concentrated under reduced pressure to obtain 5.82 parts by weight of 1,1,3-trimethyl-4-aminoindane. The obtained 1,1,3-trimethyl-4-aminoindane had an optical purity of 1.2% ee and a recovery rate of 97.0%.

後処理

  1. customobtaining a mixture
  2. customThe reaction vessel was sealed
  3. stirringthe mixture was stirred at an internal temperature of 150° C.
  4. customan internal pressure of 0.8 MPa for 7 hours to obtain a reaction mixture
  5. customThe obtained reaction mixture
  6. temperaturewas cooled
  7. filtrationfiltered
  8. washThe obtained solid was washed with 20 parts by weight of 2-propanol
  9. customThe washing liquid recovered
  10. washafter washing
  11. customthe filtrate obtained by filtration
  12. concentrationThe combined mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-a6a75a884f7d4651ae7cafdb0251339e
出典データセット
uspto-grants-2016_03
特許番号
US09284260B2

関連ノート

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