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Hydrochloric Acid → Hydrochloric Acid

HRID 416327
Notes
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Reaction equation

HRID 416327 reaction equation
[Si]([O:8][CH2:9][C@@H:10]([N:14](C)[C:15](=O)OC(C)(C)C)[CH2:11][CH:12]=[CH2:13])(C(C)(C)C)(C)C.[ClH:23]>CO>[CH3:15][NH:14][C@@H:10]([CH2:11][CH:12]=[CH2:13])[CH2:9][OH:8].[ClH:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57947449(S)-tert-butyl 1-(tert-butyldimethylsilyloxy)pent-4-en-2-yl(methyl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 57947372(S)-2-(methylamino)pent-4-en-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)pent-4-en-2-yl(methyl)carbamate (3.4 g, 10.3 mmol) in methanol (10 mL) was added HCl (4.0 M in 1,4-dioxane, 25 mL, 0.10 mol). The resulting solution was stirred for 2 h. The solvent was removed, and the remaining residue was dried under vacuum to give (S)-2-(methylamino)pent-4-en-1-ol as a HCl salt, which was used without further purification. LRMS (M+H+) m/z 116.2.

Workup

  1. customThe solvent was removed
  2. customthe remaining residue was dried under vacuum

Sources & evidence

ORD record
ord-ef233e9c95ec4382b5cbd25565daa0e6
Source dataset
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08088793B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes