Hydrochloric Acid → HCID 66647325, compound

HRID 2173166Notes

Reaction equation

HRID 2173166 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([OH:27])[C:16]2[CH:25]=[CH:24][C:19]3[C:20](=[O:23])[O:21][CH2:22][C:18]=3[C:17]=2[CH3:26])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:28]>O1CCOCC1>[Cl-:28].[OH:27][CH:15]([C:16]1[CH:25]=[CH:24][C:19]2[C:20](=[O:23])[O:21][CH2:22][C:18]=2[C:17]=1[CH3:26])[CH2:14][NH+:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59568678HCID 59568678, compound

Product 1

HCID 66647325HCID 66647325, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl-4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazine-1-carboxylate (800 mg, 2.1 mmol, 1.0 eq) was treated with 4 N HCl in dioxane (4 mL). The reaction was stirred at r.t. for 3 h and then concentrated. The product was dried under high vacuum pump for 6 hr. The intermediate is often converted to the corresponding free base prior to use by partitioning between saturated Na2CO3 solution and CHCl3-IPA (3:1). LC-MS (IE, m/z): 277.1 [M+1]+; tR=0.4 min.

Workup

  1. concentrationconcentrated
  2. customThe product was dried under high vacuum pump for 6 hr
  3. customby partitioning between saturated Na2CO3 solution and CHCl3-IPA (3:1)

Sources & evidence

ORD record
ord-c2e482f678a141daad4e2bb5d42f51c5
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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