Hydrochloric Acid → HCID 13536177, compound

HRID 652430Notes

Reaction equation

HRID 652430 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:12][CH2:11][C:10](=[O:13])[CH:9]([C:14]#N)[S:8][C:7]=2[CH:16]=1.Cl.[OH2:18].[CH3:19][OH:20]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:12][CH2:11][C:10](=[O:13])[CH:9]([C:14]([O:20][CH3:19])=[O:18])[S:8][C:7]=2[CH:16]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 13536180HCID 13536180, compound

Product 1

HCID 13536177HCID 13536177, compound

Procedure

In 200 ml of methanol is dissolved 15 g of 7-methoxy-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carbonitrile, and the solution is saturated with dried hydrogen chloride, followed by allowing the solution to stand at room temperature for 4 days. 10 ml of water is added to the reaction solution, the mixture is allowed to stand overnight and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel (eluent; chloroform) to give 6.0 g of methyl 7-methoxy-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate as obtained in Reference Example 2, together with 6.0 g of the starting material being recovered.

Workup

  1. waitto stand overnight
  2. concentrationconcentrated under reduced pressure
  3. customThe residue is purified by column chromatography on silica gel (eluent; chloroform)

Sources & evidence

ORD record
ord-03c10ccd8ceb4742a670206c96541566
Source dataset
uspto-grants-1987_06
Patent number
US04672064

Reaction notes

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