Ethanol → HCID 19088488, compound

HRID 1463292Notes

Reaction equation

HRID 1463292 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--Preparation 7), 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 crystallized 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 crystallized from ethyl acetate

Sources & evidence

ORD record
ord-6e76c9dcc5f8414e9b90e48afb6770e9
Source dataset
uspto-grants-1994_04
Patent number
US05300516

Reaction notes

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