Hydrochloric Acid → 1-(4-Methoxy-benzyl)-cyclopentylamine

HRID 229411노트

반응식

HRID 229411 반응식
Cl.[NH2:2][C:3]1([CH2:8][C:9]2[CH:14]=[CH:13][C:12](N)=[CH:11][CH:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4]1.Cl.N([O-])=O.[Na+].[CH3:21][OH:22]>O>[CH3:21][O:22][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][C:3]2([NH2:2])[CH2:7][CH2:6][CH2:5][CH2:4]2)=[CH:10][CH:11]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 231061154-(1-Aminocyclopentylmethyl)-phenylamine hydrochlorideHCID 23668193Sodium Nitrite

생성물 1

HCID 231060841-(4-Methoxy-benzyl)-cyclopentylamine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.4 g (6.17 mmol) 4-(1-aminocyclopentylmethyl)-phenylamine hydrochloride are placed in 25 mL methanol and at 0° C. combined with 2.24 mL (27 mmol) conc. hydrochloric acid. At this temperature 0.51 g (7.41 mmol) sodium nitrite in 1 mL water are added dropwise within 30 minutes. After 2 hours stirring the reaction mixture is allowed to come up to ambient temperature and then refluxed for 3 hours. The solvents are distilled off and the residue is combined with ethyl acetate. It is washed with aqueous ammonia solution, dried with sodium sulphate and evaporated down. The residue is dissolved in ethanol and combined with 10% hydrochloric acid in ethanol. The product precipitated as a salt is filtered off, washed with ethanol and dried. Yield: 0.56 g (27% over 2 steps, hydrochloride), mass spectroscopy: [M+H]+=206.

후처리

  1. customto come up to ambient temperature
  2. temperaturerefluxed for 3 hours
  3. distillationThe solvents are distilled off
  4. washIt is washed with aqueous ammonia solution
  5. dry with materialdried with sodium sulphate
  6. customevaporated down
  7. dissolutionThe residue is dissolved in ethanol
  8. customThe product precipitated as a salt
  9. filtrationis filtered off
  10. washwashed with ethanol
  11. customdried

출처 및 근거

ORD 기록
ord-da84500fe77d4d29952db6601728bbf2
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563806B2

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