Morpholine → Morpholine, 4-(2-thienylacetyl)-

HRID 361355Notes

Reaction equation

HRID 361355 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7](Cl)=[O:8].[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C(Cl)Cl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)=[O:8]

Participants

4

Reactant 2

HCID 8083Morpholine2×HCID 1623622-Thiopheneacetyl chloride

Product 1

HCID 531781Morpholine, 4-(2-thienylacetyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(2-Thienyl)acetyl chloride (16 g) was added slowly to a stirred mixture of morpholine (17.5 ml) and methylene chloride (150 ml). A further portion (5 ml) of morpholine was added and the mixture was stirred at ambient temperature for 4 hours. The reaction mixture was washed in turn with 2M aqueous hydrochloric acid, a saturated aqueous sodium bicarbonate solution and brine. The organic phase was dried and evaporated. The residue was triturated under a mixture of hexane and diethyl ether to give N-[2-(2-thienyl)acetyl]morpholine (20.9 g).

Workup

  1. washThe reaction mixture was washed in turn with 2M aqueous hydrochloric acid
  2. customThe organic phase was dried
  3. customevaporated
  4. customThe residue was triturated under a mixture of hexane and diethyl ether

Sources & evidence

ORD record
ord-97757e3bdccd4a459f6da1734997fe17
Source dataset
uspto-grants-1999_02
Patent number
US05866572

Reaction notes

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