Hydrochloric Acid → HCID 13325937, compound

HRID 325412Notes

Reaction equation

HRID 325412 reaction equation
[OH:1][C:2]([C:4]1[C:5]2[O:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[C:14](=[O:23])[C:6]=2[N:7]([CH3:13])[C:8]=1[CH2:9][C:10]([OH:12])=[O:11])=[O:3].Cl.[CH2:25](O)[CH3:26]>>[OH:3][C:2]([C:4]1[C:5]2[O:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[C:14](=[O:23])[C:6]=2[N:7]([CH3:13])[C:8]=1[CH2:9][C:10]([O:12][CH2:25][CH3:26])=[O:11])=[O:1]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 13325936HCID 13325936, compound

Product 1

HCID 13325937HCID 13325937, compoundYield 89%

Procedure

5,10-Dihydro-3-hydroxycarbonyl-1-methyl-10-oxo-1H-[2]benzoxepino[4,3-b]pyrrole-2-acetic acid (360 mg, 1.14 mmol) is suspended in absolute ethanol (5 ml) and heated to reflux under nitrogen. Then concentrated HCl (75 μl) is added, and the mixture is heated at reflux for 30 minutes. The homogeneous solution is allowed to cool, and the product crystallizes. The solid is filtered and washed with ice-cold ethanol and dried to give 350 mg (89%) of ethyl 5,10-dihydro-3-hydroxycarbonyl-1-methyl-10-oxo-1H-[2]benzoxepino[4,3-b]pyrrole-2-acetate. M.P. 201°-202° (dec).

Workup

  1. temperatureheated
  2. temperatureto reflux under nitrogen
  3. temperaturethe mixture is heated
  4. temperatureat reflux for 30 minutes
  5. temperatureto cool
  6. customthe product crystallizes
  7. filtrationThe solid is filtered
  8. washwashed with ice-cold ethanol
  9. customdried

Sources & evidence

ORD record
ord-e501e826c08f4ba0acdd61f49240c844
Source dataset
uspto-grants-1984_04
Patent number
US04440779

Reaction notes

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