Hydrochloric Acid → HCID 68110022, compound

HRID 2369398Notes

Reaction equation

HRID 2369398 reaction equation
[CH3:1][N:2]([CH3:20])[CH:3]1[CH2:8][CH2:7][CH:6]([N:9]([CH2:17][CH2:18][OH:19])C(=O)OC(C)(C)C)[CH2:5][CH2:4]1.[ClH:21]>ClCCl>[ClH:21].[CH3:1][N:2]([CH3:20])[CH:3]1[CH2:4][CH2:5][CH:6]([NH:9][CH2:17][CH2:18][OH:19])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68110004HCID 68110004, compound

Product 1

HCID 68110022HCID 68110022, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

To a 100-mL round-bottom flask was added a solution of tert-butyl N-[4-(dimethylamino)cyclohexyl]-N-(2-hydroxyethyl)carbamate (3.0 g, 10.47 mmol, 1.00 equiv) in dichloromethane (50 mL). To this solution was added hydrogen chloride (gas). The resulting solution was stirred for 3 h at 0-10° C. The resulting mixture was concentrated under vacuum to give 2.0 g (86%) of 2-[[4-(dimethylamino)cyclohexyl]amino]ethan-1-ol hydrochloride as a yellow oil. MS: m/z 187 (M+H)+.

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-b78066872f224810af009194e77dcd95
Source dataset
uspto-grants-2014_04
Patent number
US08703941B2

Reaction notes

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