Diethyl Ether → HCID 18990362, compound

HRID 2395727Notes

Reaction equation

HRID 2395727 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH:5]=O.[CH3:14][CH2:15][C:16](=[O:22])[CH2:17][C:18](=[O:21])[CH2:19][CH3:20].S(Cl)(Cl)=O.CCOCC>CC(O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:17]([C:16](=[O:22])[CH2:15][CH3:14])[C:18](=[O:21])[CH2:19][CH3:20])[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 819233,5-HeptanedioneHCID 57489573,4-Dihydroxy-5-nitrobenzaldehyde

Product 1

HCID 18990362HCID 18990362, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 3,4-dihydroxy-5-nitrobenzaldehyde (7.6 g) and 3,5-heptanedione (8.0 g) in 50 ml of 2-propanol was added thionyl cloride (3.5 ml) with stirring at 20° C. Ether (60 ml) was added and the solution was filtered and allowed to stand overnight. The resulting crystal were filtered. Yield 1.2 g, mp 133°-135° C.

Workup

  1. filtrationthe solution was filtered
  2. filtrationThe resulting crystal were filtered

Sources & evidence

ORD record
ord-024fe7c64fc5488bbc9e8db62ab09e78
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

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