Hydrochloric Acid → HCID 70003722, compound

HRID 991000Notes

Reaction equation

HRID 991000 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[CH2:10][OH:11].[C:12]1(=[O:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13]1.[OH-].[Na+].Cl>O.C(O)C>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:13]2[CH2:14][C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:12]2=[O:21])=[CH:4][C:3]=1[CH2:10][OH:11]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 67351-IndanoneHCID 14798Sodium HydroxideHCID 409754-Hydroxy-3-(hydroxymethyl)benzaldehyde

Product 1

HCID 70003722HCID 70003722, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 4-hydroxy-3-(hydroxymethyl)benzaldehyde (1.08 g), indan-1-one (0.94 g), ethanol (30 ml) and 5M aqueous sodium hydroxide solution (1.6 ml) was boiled under reflux for 6.5 hours. The mixture was cooled to ambient temperature and allowed to stand at that temperature for 16 hours. The mixture was diluted with water (45 ml) and then with 5M hydrochloric acid (1.6 ml) which was added with cooling. The precipitate formed was collected by filtration, washed with water and dried to give 2-(4-hydroxy-3-(hydroxymethyl)benzylidene)-1-indan-one, m.p. 194-195° C.

Workup

  1. temperatureunder reflux for 6.5 hours
  2. temperaturewith cooling
  3. customThe precipitate formed
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-0a0db5c48b4d4ad69c3fae37011dc1e9
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

Loading…