Hydrochloric Acid → (3S,4R)-1-methyl-4-phenylpyrrolidin-3-amine hydrochloride

HRID 588101Notes

Reaction equation

HRID 588101 reaction equation
C(OC(=O)[NH:7][C@H:8]1[C@H:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:11][N:10]([CH3:19])[CH2:9]1)(C)(C)C.[ClH:21]>>[ClH:21].[CH3:19][N:10]1[CH2:11][C@@H:12]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C@H:8]([NH2:7])[CH2:9]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 118371748tert-Butyl((3S,4R)-1-methyl-4-phenylpyrrolidin-3-yl)carbamate

Product 1

HCID 118365041(3S,4R)-1-methyl-4-phenylpyrrolidin-3-amine hydrochloride

Conditions

Temperature
50 °C

Procedure

tert-Butyl((3S,4R)-1-methyl-4-phenylpyrrolidin-3-yl)carbamate (521 mg, 1.885 mmol) was dissolved in methanolic HCl, (3 N, 10 mL) and heated to 50° C. for 2 h. The reaction mixture was concentrated in vacuo to afford (3S,4R)-1-methyl-4-phenylpyrrolidin-3-amine hydrochloride, which was carried onto the next step without further purification. MS ESI calc'd. For C11H16N2 [M+1]+ 177. found 177.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-77eb3c8703bc40a59c1ccc6273cb97a6
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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