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

HRID 1029747노트

반응식

HRID 1029747 반응식
[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

참가 물질

5

반응물 2

HCID 153234983-(Nitromethyl)-1,2-dihydronaphthaleneHCID 178418361HCID 178418361, 화합물2회

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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.)

출처 및 근거

ORD 기록
ord-c4630e90414c4338a748da2fff6030dc
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05102914

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