Hydrochloric Acid → HCID 71093085, compound

HRID 874805Notes

Reaction equation

HRID 874805 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[NH:9]C=O)[CH:5]=[CH:6][CH:7]=1.[ClH:18]>>[ClH:18].[NH2:9][CH:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]1[CH:3]=[C:2]([OH:1])[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86676910HCID 86676910, compound

Product 1

HCID 71093085HCID 71093085, compoundYield 97.9%

Procedure

Methanol (125 mL), was cooled to 0° C. and acetyl chloride (17.8 mL) added dropwise to give a 2 M solution of methanolic hydrogen chloride. N-((3-hydroxyphenyl)(phenyl)methyl)formamide was stirred at 40° C. for 1.5 hours with the 2 M methanolic hydrogen chloride solution. The solvent was removed under reduced pressure and the residue re-dissolved in methanol and the solvent removed under reduced pressure. This process was repeated three times to give the title compound as a brown solid (29.09 g, 97.9%)

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue re-dissolved in methanol
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-e0a9999693444c23b1b6a19b02edf96d
Source dataset
uspto-grants-2015_03
Patent number
US08980913B2

Reaction notes

Loading…