Methylamine → HCID 89656018, compound

HRID 626223Notes

Reaction equation

HRID 626223 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[O:12])=[CH:7][CH:6]=1.[CH3:20][NH2:21]>CO>[OH:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][NH:21][CH3:20])=[CH:6][CH:7]=2)=[O:12])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 89656364[4-(2-Chloroethoxy)phenyl](4-hydroxyphenyl)methanone

Product 1

HCID 89656018HCID 89656018, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to the same procedure as example 1, step E described, (4-(2-chloroethoxy)phenyl)(4-hydroxyphenyl)methanone (2.0 g, 1.0 eq) was reacted with MeNH2 (30% wt in water, 30 mL) in MeOH (30 mL) under reflux to give the desired product (1.4 g, 65%). 1H NMR (400 MHz, DMSO-d6) δ 7.67 (d, J=8.8 Hz, 2H), 7.60 (d, J=8.8 Hz, 2H), 7.06 (d, J=8.8 Hz, 2H), 6.85 (d, J=8.8 Hz, 2H), 4.18 (t, J=5.6 Hz, 2H), 2.89 (t, J=6.0 Hz, 2H), 2.37 (s, 3H).

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-ab8a1e8898014f1785adfabec74e7222
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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