4-(2-Chloroethyl)morpholine → HCID 18702915, compound

HRID 2287944Notes

Reaction equation

HRID 2287944 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:5]2.C[O-].[Na+].Cl[CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>CN(C=O)C>[N:22]1([CH2:21][CH2:20][O:1][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:5]3)[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 767274-(2-Chloroethyl)morpholineHCID 390995Methyl 6-hydroxy-2-naphthoateHCID 10942334Sodium Methoxide

Product 1

HCID 18702915HCID 18702915, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

6.4 g of methyl 6-hydroxy-2-naphthoate and 2.56 g of sodium methoxide are stirred under N2 at 40° C. for 30 min in 100 ml of DMF. 8.04 g of N-(2-chloroethyl)morpholine are then added and the mixture is stirred at 80° C. for 2 h. The reaction mixture is poured onto water, and the precipitate which is deposited is filtered off with suction. 9.2 g of methyl 6-[2-(4-morpholinyl)ethoxy]-2-naphthoate are obtained.

Workup

  1. additionThe reaction mixture is poured onto water
  2. filtrationthe precipitate which is deposited is filtered off with suction

Sources & evidence

ORD record
ord-01612ee09dab4146a50deae5a2a4cb60
Source dataset
uspto-grants-2000_07
Patent number
US06087304

Reaction notes

Loading…