Methanol → 1-(7-Methoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine

HRID 2170518Notes

Reaction equation

HRID 2170518 reaction equation
O[C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:12])[CH2:9]2)=[CH:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.[CH3:18]O>>[CH3:18][O:12][C:8]1[CH:9]=[C:10]2[C:5]([CH2:4][CH2:3][C:2]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[CH:11]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 31268PyrrolidineHCID 41988757-Hydroxy-2-tetralone

Product 1

HCID 122646841-(7-Methoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine

Procedure

Under N2 atmosphere, a solution of 7-hydroxy-3,4-dihydro-1H-naphthalen-2-one (85 g, 0.48 mol) and pyrrolidine (264 g, 1.5 mol) in MeOH (3000 mL) was stirred at room temperature for 2 hrs. The solvent was removed in vacuo to give crude 1-(7-methoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine (320 g) which was directly used for next step.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d1bec900e85846d6a2dbe425590a1f52
Source dataset
uspto-grants-2015_06
Patent number
US09051280B2

Reaction notes

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