Benzylethanolamine → HCID 68107675, compound

HRID 2364669Notes

Reaction equation

HRID 2364669 reaction equation
[CH2:1]([NH:8][CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:12][C:13](=[CH2:16])[C:14]#[N:15]>C(OCC)C>[CH2:1]([N:8]([CH2:9][CH2:10][OH:11])[CH2:16][CH:13]([Cl:12])[C:14]#[N:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4348BenzylethanolamineHCID 701982-Chloroacrylonitrile

Product 1

HCID 68107675HCID 68107675, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-(benzylamino)ethanol 2a (5 g, 0.03 mol) and 2-chloro-propenenitrile (3 g, 0.03 mol) were dissolved in 50 mL of anhydrous ethyl ether in an ice-water bath, heated to room temperature and stirred for 12 hours. The reaction solution was concentrated under reduced pressure to obtain the crude title compound 3-(benzyl(2-hydroxyethyl)amino)-2-chloro-propanenitrile 2b (7 g) as a red oil liquid, which was used in the next step without further furification.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c91059f889df43d0ab71af6b86660949
Source dataset
uspto-grants-2014_04
Patent number
US08691822B2

Reaction notes

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