3-(Nitromethyl)-1,2-dihydronaphthalene → 1,2,3,4-Tetrahydronaphthalen-2-ylmethanamine

HRID 1613655ノート

反応式

HRID 1613655 の反応式
[N+:1]([CH2:4][C:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][CH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1

参加物

5

反応物 2

HCID 153234983-(Nitromethyl)-1,2-dihydronaphthaleneHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 157186321,2,3,4-Tetrahydronaphthalen-2-ylmethanamine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

2-Nitromethyl-3,4-dihydronaphthalene (XXXV) (25 g) and 20% Pd/C (1.0 g) were combined in MeOH (200 ml) and shaken in a Parr hydrogenator at 3 atmospheres hydrogen pressure for 24 hours, by which time the theoretical amount of hydrogen (4 equivalents) had been absorbed. Removal of the catalyst and solvent left an oil (24 g) which was converted to its HCl salt by solution in MeOH and addition of concentrated HCl. The product, compound XXXI.HCl, was recrystallized from 2-propanol, yielding a white solid, m.p. 230° (dec.). Its elemental analysis and NMR spectrum were consistent with the structure indicated.

後処理

  1. customhad been absorbed
  2. customRemoval of the catalyst and solvent
  3. waitleft an oil (24 g) which
  4. additionaddition of concentrated HCl
  5. customThe product, compound XXXI.HCl, was recrystallized from 2-propanol
  6. customyielding a white solid, m.p. 230° (dec.)

出典と根拠

ORDレコード
ord-39f5767de1c2442aab8e11e6fed67b5b
出典データセット
uspto-grants-1993_03
特許番号
US05194450

反応ノート

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