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HCID 86709753, compound → HCID 68152103, compound

HRID 1400284
Notes
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Reaction equation

HRID 1400284 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[NH:12][CH2:13][CH2:14][NH:15]C(=O)OC(C)(C)C>C(OCC)C.Cl.O1CCOCC1>[Cl-:1].[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[NH:12][CH2:13][CH2:14][NH3+:15]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 86709753HCID 86709753, compound

Product 1

HCID 68152103HCID 68152103, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

To a cooled (0° C.) single necked flask containing a solution of tert-butyl {2-[(1-chloronaphthalen-2-yl)amino]ethyl}carbamate in 4 mL of ethyl ether, 5 mL of 4 M HCl solution in dioxane were added. The resulting mixture was stirred at room temperature for 7 h. The reaction mixture was concentrated under reduce pressure to afford 2-[(1-chloronaphthalen-2-yl)amino]ethanaminium chloride as a pink solid (92% yield) which was pure by TLC and NMR analysis.

Workup

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-95b35fc76b3f4997b474a1a7b1b3ded9
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08906946B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes