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Hydrochloric Acid → Hydrochloric Acid

HRID 253546
Notes
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Reaction equation

HRID 253546 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C@@H:7]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1.[ClH:27]>O1CCOCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C@@H:7]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C@@H:8]1[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1.[ClH:27]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59382956(R)-tert-butyl 3-((R)-(3-methoxypropoxy)(phenyl)methyl)piperidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidHCID 59382961(R)-3-((R)-(3-methoxypropoxy)(phenyl)methyl)piperidine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(R)-tert-Butyl 3-((R)-(3-methoxypropoxy)(phenyl)methyl)piperidine-1-carboxylate (27 mg, 0.074 mmol) was mixed with 4M HCl in 1,4-dioxane (3 mL) and stirred for 30 min at rt. LC-MS showed complete removal of the Boc protecting group. The mixture was concentrated to afford (R)-3-((R)-(3-methoxypropoxy)(phenyl)methyl)piperidine as its HCl salt. This material was used without purification.

Workup

  1. customremoval of the Boc protecting group
  2. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-4ced85c9d79a492087839ab883e2d39d
Source dataset
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07872028B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes