Tert-butyl (2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-carbamate → (2-{4-[2-(1-Adamantyl)ethoxy]phenyl}ethyl)amine

HRID 1925496Notes

Reaction equation

HRID 1925496 reaction equation
[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH:22]C(=O)OC(C)(C)C)=[CH:16][CH:15]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>Cl.CO>[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH2:22])=[CH:16][CH:15]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

4

Reactant 1

HCID 86649157Tert-butyl (2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-carbamate

Product 1

HCID 67520640(2-{4-[2-(1-Adamantyl)ethoxy]phenyl}ethyl)amine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

Obtained from Intermediate 21 (0.167 g, 1.42 mmol) in hydrogen chloride 1.25M in methanol by the same procedure described in Intermediate 17. The solvent was removed to give the title compound as a white solid salt (0.127 g, 98%), which was used in the next step without further purification. MS (M+): 300.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-d5fcafff68ed4960823637c5680dca13
Source dataset
uspto-grants-2012_05
Patent number
US08178679B2

Reaction notes

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