Thionyl Chloride → HCID 13824491, compound

HRID 2073534Notes

Reaction equation

HRID 2073534 reaction equation
S(Cl)([Cl:3])=O.[C:5]([CH2:9][O:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13]O)([O:7][CH3:8])=[O:6]>CCOCC>[C:5]([CH2:9][O:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13][Cl:3])([O:7][CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 17604308HCID 17604308, compound

Product 1

HCID 13824491HCID 13824491, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Thionyl chloride (0.48 mol) is added to an ether solution (1L) containing 2-carbomethoxymethoxybenzyl alcohol (0.4 mol), and a small amount of dimethylformanide (0.5 mL). The reaction is stirred at ambient temperature for 12 h, after which it is evaporated and the residue diluted again with ether (1L). This ether solution is washed with 2% sodium hydrogen carbonate solution (3X's) and then dried (magnesium sulfate). The solvent is removed to give 2-carbomethoxymethoxybenzyl chloride which is used directly in Step E.

Workup

  1. customafter which it is evaporated
  2. additionthe residue diluted again with ether (1L)
  3. washThis ether solution is washed with 2% sodium hydrogen carbonate solution (3X's)
  4. dry with materialdried (magnesium sulfate)
  5. customThe solvent is removed

Sources & evidence

ORD record
ord-d6823000dadd47bb92af598afc46d356
Source dataset
uspto-grants-1990_04
Patent number
US04918081

Reaction notes

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