Water → HCID 54403964, compound

HRID 2166849Notes

Reaction equation

HRID 2166849 reaction equation
[H-].[Na+].[O:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1.[Cl:8][C:9]1[C:16]([Cl:17])=[C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[CH:11]=O.[OH2:28]>>[Cl:8][C:9]1[C:16]([Cl:17])=[C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[CH:11]=[CH:5][C:4]([O:3][CH2:7][CH3:6])=[O:28]

Participants

5

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 13409048HCID 13409048, compound

Product 1

HCID 54403964HCID 54403964, compoundYield 81%

Procedure

To a slurry of 4.8 g. (0.1 mole of a 50% mineral oil suspension) of NaH in 370 ml. of tetrahydrofuran was added 22.4 g. (0.1 mole) of triethylphosphonoacetate dropwise over a period of 15 minutes. This mixture was stirred for 15 minutes and then 30 g. (0.096 mole) of 2,3-dichloro-4-(p-nitrophenoxy)benzaldehyde was added portionwise in 15 minutes. After stirring for one hour, the reaction mixture was poured into water and the resulting product filtered and washed with EtOH to give 29.8 g. (81%) of the title compound, m.p. 145°-145.5°.

Workup

  1. stirringAfter stirring for one hour
  2. filtrationthe resulting product filtered
  3. washwashed with EtOH
  4. customto give 29.8 g

Sources & evidence

ORD record
ord-e92f4efe9c0a4cfeadccde83ce8019b3
Source dataset
uspto-grants-1983_06
Patent number
US04389416

Reaction notes

Loading…