Salicylaldehyde → HCID 136388412, compound

HRID 839094Notes

Reaction equation

HRID 839094 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([NH2:11])[CH2:3][CH2:2]1.[CH:12](=O)[C:13]1[C:14](=[CH:16][CH:17]=[CH:18][CH:19]=1)[OH:15]>C(O)C>[CH:12](=[N:11][CH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[O:1][CH2:2][CH2:3]1)[C:13]1[C:14](=[CH:16][CH:17]=[CH:18][CH:19]=1)[OH:15]

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 49619573,4-Dihydro-2H-1-benzopyran-4-amine

Product 1

HCID 136388412HCID 136388412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 90 g (0.60 mole) portion of 4-chromanamine and 450 ml of ethanol were placed in a 2-l, 3-necked flask, equipped with a stirrer and reflux condenser fitted with a drying tube, and treated with 75 g (0.61 mole) of salicylaldehyde. The reaction mixture was refluxed for 8 hrs., stored overnight at room temperature, cooled and filtered. The yellow crystalline solid was washed with 150 ml of ethanol, ether and dried; m.p. 123°-126°. Yield: 126 g (83%).

Workup

  1. customequipped with a stirrer
  2. temperaturereflux condenser
  3. customfitted with a drying tube
  4. temperatureThe reaction mixture was refluxed for 8 hrs
  5. temperaturecooled
  6. filtrationfiltered
  7. washThe yellow crystalline solid was washed with 150 ml of ethanol, ether
  8. customdried

Sources & evidence

ORD record
ord-72ce4091f6284c96879bd104947cf265
Source dataset
uspto-grants-1978_06
Patent number
US04093799

Reaction notes

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