Thionyl Chloride → (E)-4-morpholino-2-butenyl chloride hydrochloride

HRID 2288207Notes

Reaction equation

HRID 2288207 reaction equation
S(Cl)([Cl:3])=O.[O:5]1[CH2:10][CH2:9][N:8]([CH2:11]/[CH:12]=[CH:13]/[CH2:14]O)[CH2:7][CH2:6]1>ClCCl>[ClH:3].[O:5]1[CH2:10][CH2:9][N:8]([CH2:11]/[CH:12]=[CH:13]/[CH2:14][Cl:3])[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22478312(E)-4-morpholino-2-buten-1-ol

Product 1

HCID 18703519(E)-4-morpholino-2-butenyl chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (0.96 ml) was added dropwise to a solution of (E)-4-morpholino-2-buten-1-ol (1.03 g) in dichloromethane (10 ml) at ice-bath temperature. After 3 hours, the reaction mixture was evaporated under reduced pressure and the resulting residue was triturated with ethyl acetate to give (E)-4-morpholino-2-butenyl chloride hydrochloride (0.98 g).

Workup

  1. customthe reaction mixture was evaporated under reduced pressure
  2. customthe resulting residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-1cfa6e8636ae467384e4481365fc2171
Source dataset
uspto-grants-2000_07
Patent number
US06087357

Reaction notes

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