Ethyl isothiocyanate → HCID 57850772, compound

HRID 736658Notes

Reaction equation

HRID 736658 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.[N:10]([CH2:13][CH3:14])=[C:11]=[S:12]>C(Cl)Cl>[CH2:13]([NH:10][C:11]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1)=[S:12])[CH3:14]

Participants

4

Reactant 2

HCID 10966Ethyl isothiocyanateHCID 739534-Piperidineethanol

Product 1

HCID 57850772HCID 57850772, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(piperidin-4-yl)ethanol (509 mg, 3.94 mmol) in CH2Cl2 (13 mL) was added isothiocyanatoethane (343 μL, 3.94 mmol). After stirring for 10 h at rt, the mixture was concentrated in vacuo to provide the titled compound (716 mg, 84%): 1H NMR (CDCl3) δ 5.38 (brs, 1H), 4.59 (d, J=13.6 Hz, 1H), 3.74-3.67 (m, 3H), 3.15 (d, J=12.8 Hz, 1H), 3.00 (t, J=13.2 Hz, 2H), 2.65 (t, J=12.4 Hz, 1H), 1.81-1.72 (m, 3H), 1.55-1.52 (m, 3H), 1.28-1.22 (m, 4H)

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-539e76e927d74e13b665e626ed94288d
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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