Benzaldehyde → HCID 53800017, compound

HRID 1414701Notes

Reaction equation

HRID 1414701 reaction equation
[O:1]1[C:12]2[C:13]3[C:8]4[C:9]([O:14][CH2:15][CH2:16][C:7]=4[N:6]=[N:5][C:4]=3[CH2:3][CH2:2]1)=[CH:10][CH:11]=2.[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>Cl>[CH:17](=[C:16]1[C:7]2[N:6]=[N:5][C:4]3[C:3](=[CH:7][C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH2:2][O:1][C:12]4=[CH:11][CH:10]=[C:9]([C:8]=2[C:13]=34)[O:14][CH2:15]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 12307209HCID 12307209, compound

Product 1

HCID 53800017HCID 53800017, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Conditions

Temperature
130 °C

Procedure

A mixture of 0.20 g of 2,3,6,7-tetrahydro-dipyrano-[4,3,2-de:2',3',4'-ij]-phthalazine and 5.0 g of benzaldehyde is heated up to 130° C. Then 6 drops of concentrated hydrochloric acid are added and the mixture is stirred for 30 minutes at 130° C, after which the mixture is evaporated to dryness in vacuo. The residue is crystallised from n-butanol yielding 3,6-di-benzylidene-2,7-dihydrodipyrano-[4,3,2-de:2',3',4'-ij]-phthalazine in a yield of 88%. Melting point: 242° C.

Workup

  1. customafter which the mixture is evaporated to dryness in vacuo
  2. customThe residue is crystallised from n-butanol

Sources & evidence

ORD record
ord-0a6767d998d94866a943fb260a0fa4a3
Source dataset
uspto-grants-1977_01
Patent number
US04002617

Reaction notes

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