Water → 2-[(1-Benzothien-4-yloxy)ethyl]morpholine

HRID 11427

Reaction equation

HRID 11427 reaction equation
Cl.ClCC[N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[S:11]1[C:15]2=[CH:16][CH:17]=[CH:18][C:19](O)=[C:14]2[CH:13]=[CH:12]1.[C:21](=[O:24])([O-])[O-].[K+].[K+].O.[CH3:28]N(C)C=O>>[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[C:19]([O:24][CH2:21][CH2:28][CH:9]3[O:8][CH2:7][CH2:6][NH:5][CH2:10]3)[C:14]=2[CH:13]=[CH:12]1

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 19217Benzo(b)thiophen-4-olHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)

Product 1

HCID 867602232-[(1-Benzothien-4-yloxy)ethyl]morpholine

Conditions

Temperature
80 °C

Procedure

4-(2-Chloroethyl)morpholine hydrochloride (0.74 g), 1-benzothiophene-4-ol (0.5 g) and potassium carbonate (1.1 g) in dimethylformamide (15 ml) were heated and stirred at 80° C. for 6 h. After cooling, the mixture was poured into water and extracted twice with ethyl acetate. The combined solvent phase was washed twice with brine, dried (magnesium sulphate) and evaporated to give the product (0.7 g).

Workup

  1. temperatureAfter cooling
  2. extractionextracted twice with ethyl acetate
  3. washThe combined solvent phase was washed twice with brine
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-2afdbf5b452c4473aa1f7b3a5c5a3a04
Source dataset
uspto-grants-2006_08
Patent number
US07098240B2

Linked notes

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