3-Phenoxybenzaldehyde → Sodium

HRID 1277528Notes

Reaction equation

HRID 1277528 reaction equation
[O:1](C1C=C(C=CC=1)C=O)C1C=CC=CC=1.[Na:16].[CH3:17][C:18]1([CH3:30])[C@@H:20]([CH:21]([Br:26])[C:22]([Br:25])([Cl:24])[Cl:23])[C@@H:19]1[C:27](Cl)=[O:28]>[Cl-].[Zn+2].[Cl-]>[Na:16].[CH3:17][C:18]1([CH3:30])[C@@H:20]([CH:21]([Br:26])[C:22]([Br:25])([Cl:24])[Cl:23])[C@@H:19]1[C:27]([O-:1])=[O:28]

Participants

6

Reactant 3

HCID 382843-PhenoxybenzaldehydeHCID 5360545SodiumHCID 131712291HCID 131712291, compound

Product 2

HCID 5360545SodiumHCID 86737846HCID 86737846, compound

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Conditions

Temperature
20 °C

Procedure

A mixture of 8 g of 3-phenoxy-benzaldehyde and 15.5 g of 1R, trans 2,2-dimethyl-3-(1',2'-dibromo-2',2'-dichloroethyl)-cyclopropane-1-carboxylic acid chloride was warmed to obtain a homogeneous liquid and the mixture was cooled to 20° C. 0.150 g of anhydrous zinc chloride were added thereto and the mixture was stirred at 20° C. for 17 hours to obtain raw RS α-chloro-3-phenoxy-benzyl 1R, trans 2,2-dimethyl-3-(1',2'-dibromo-2',2'-dichloroethyl)-cyclopropane-1-carboxylate whose IR spectrum showed an absorption at 1750 cm-1 (carbonyl) andwhose RMN Spectrum showed the absence of an aldehydic proton.

Workup

  1. temperaturewas warmed
  2. customto obtain a homogeneous liquid

Sources & evidence

ORD record
ord-e709cd144fa142a783461d423f6e1dd1
Source dataset
uspto-grants-1981_07
Patent number
US04277617

Reaction notes

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