Thionyl Chloride → HCID 20293171, compound

HRID 1413080Notes

Reaction equation

HRID 1413080 reaction equation
[CH2:1]([O:8][C:9]1[C:18]2[O:17][CH2:16][CH2:15][O:14][C:13]=2[C:12]([CH2:19]O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:23])=O>C(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]1[C:18]2[O:17][CH2:16][CH2:15][O:14][C:13]=2[C:12]([CH2:19][Cl:23])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20293150HCID 20293150, compound

Product 1

HCID 20293171HCID 20293171, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution, cooled to -10° C., of 10 g (0.037 mole) of 5-benzyloxy-8-hydroxymethyl-1,4-benzodioxane (XIp), code number 760 701, in 100 ml of chloroform were slowly added 4.6 g (0.039 mole) of thionyl chloride. They were left in contact for 15 minutes, then the solvents were evaporated, the residue was taken up in chloroform, washed with a solution of sodium bicarbonate, dried and the solvent was evaporated. 10.4 g of unstable product were obtained which, after checking by chromatography on a thin silica layer, was used in the synthesis of the compound of formula (XIm), code number 770 119.

Workup

  1. customthe solvents were evaporated
  2. washwashed with a solution of sodium bicarbonate
  3. customdried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-97bc949a69c1477397864e9b4d488b24
Source dataset
uspto-grants-1981_02
Patent number
US04248788

Reaction notes

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