Ethanol → HCID 19088488, compound

HRID 1587871Notes

Reaction equation

HRID 1587871 reaction equation
[CH2:1]([N:8]([C:10]([CH3:15])([CH3:14])[CH2:11][CH2:12]O)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:18])=O.C(O)C>C(Cl)(Cl)Cl>[ClH:18].[CH2:1]([N:8]([C:10]([CH3:15])([CH2:11][CH2:12][Cl:18])[CH3:14])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 19088496HCID 19088496, compound

Product 1

HCID 19088488HCID 19088488, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 3-(N-benzyl-N-methylamino)-3-methyl-butan-1-ol (6.9 g-see Preparation 10) in chloroform (20 ml) was added dropwise over 30 minutes to a solution of thionyl chloride (4.9 ml) in chloroform (20 ml) at 0°. When the addition was complete, the mixture was stirred at room temperature for 18 hours. Ethanol (5 ml) was added and the mixture concentrated in vacuo to give an oil which was crystallised from ethyl acetate to give the title compound as a colourless powder, yield 2.62 g, m.p. 164°-166°.

Workup

  1. additionWhen the addition
  2. concentrationthe mixture concentrated in vacuo
  3. customto give an oil which
  4. customwas crystallised from ethyl acetate

Sources & evidence

ORD record
ord-92fb65d06a2b47ee9a00ff7ad90504f1
Source dataset
uspto-grants-1993_06
Patent number
US05219871

Reaction notes

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