Hydrochloric Acid → HCID 13726808, compound

HRID 64573Notes

Reaction equation

HRID 64573 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9]OCCOC)=[C:7]([O:15][CH3:16])[N:6]=[C:5]([C:17]([F:20])([F:19])[F:18])[C:4]=1[C:21]([O:23][CH2:24][CH3:25])=[O:22].[ClH:26]>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[Cl:26][CH2:9][C:8]1[C:3]([O:2][CH3:1])=[C:4]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:5]([C:17]([F:20])([F:19])[F:18])=[N:6][C:7]=1[O:15][CH3:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13726802HCID 13726802, compound

Product 1

HCID 13726808HCID 13726808, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 15.5 g (0.0289 mol) of product of Example 26 in 30 ml of CH2Cl2 cooled in a ice water bath was added 12.0 g of titanium tetrachloride. The reaction mixture turned brown with formation of a white precipitate. After stirring at 10°-15° C. for 20 minutes, then at 20° C. for 20 minutes, the reaction mixture was poured into 70 ml of 6N HCl. The CH2Cl2 layer was separated, dried (MgSO4) and concentrated. The residue was kugelrohr distilled at 2 torr (pot temperature 140° C.) to give 9.1 g (97%) of product as a colorless liquid: nD25 1.4738.

Workup

  1. waitat 20° C. for 20 minutes
  2. customThe CH2Cl2 layer was separated
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. distillationThe residue was kugelrohr distilled at 2 torr (pot temperature 140° C.)

Sources & evidence

ORD record
ord-579fd5b1ccd34022979d9350714b6191
Source dataset
uspto-grants-1986_09
Patent number
US04609399

Reaction notes

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