Thionyl Chloride → HCID 19897080, compound

HRID 1197000Notes

Reaction equation

HRID 1197000 reaction equation
S(Cl)([Cl:3])=O.O[CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([C:21]3[O:22][CH2:23][C:24]([CH3:27])([CH3:26])[N:25]=3)=[CH:20][C:7]1=2>C(Cl)Cl>[Cl:3][CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][O:9][C:8]2[CH:17]=[CH:18][C:19]([C:21]3[O:22][CH2:23][C:24]([CH3:27])([CH3:26])[N:25]=3)=[CH:20][C:7]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 19897077HCID 19897077, compound

Product 1

HCID 19897080HCID 19897080, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In this process, 1.90 g of 11-hydroxy-2-(4,4-dimethyl-2-oxazoline-2-yl)-6,11-dihydrodibenz[b,e]oxepin is dissolved in 30 ml of methylene chloride and 0.7 ml of thionyl chloride is added thereto under ice-cooling. After stirring the mixture at room temperature for one hour, the solvent is distilled away under reduced pressure to obtain a crude product of 11-chloro-2-(4,4-dimethyl-2-oxazoline-2-yl)-6,11-dihydrodibenz[b,e]oxepin. The crude product as such is dissolved in 10 ml of tetrahydrofuran without purification.

Workup

  1. temperatureunder ice-cooling
  2. distillationthe solvent is distilled away under reduced pressure

Sources & evidence

ORD record
ord-fc34e44e473d4db6bd6d7b31d187a479
Source dataset
uspto-grants-1992_05
Patent number
US05116863

Reaction notes

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