Oxalyl chloride → HCID 54077320, compound

HRID 1764144Notes

Reaction equation

HRID 1764144 reaction equation
[Na].[C:2]1([C:8]2[CH:23]=[CH:22][C:11]([O:12][CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:14](O)=[O:15])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1.C(Cl)(=O)C([Cl:27])=O>C1C=CC=CC=1>[C:2]1([C:8]2[CH:23]=[CH:22][C:11]([O:12][CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:14]([Cl:27])=[O:15])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1

Participants

5

Reactant 3

HCID 65578Oxalyl chlorideHCID 5360545SodiumHCID 20306750HCID 20306750, compound

Product 1

HCID 54077320HCID 54077320, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
5 °C

Procedure

To a suspension of 12 g of the sodium salt of α-[p-(1-cyclohexenyl)-phenoxy]-heptanoic acid in 200 ml of absolute benzene are added with stirring at 5°C 25 g of oxalyl chloride. The mixture is continuously stirred overnight at room temperature, then evaporated to dryness in vacuo. The residue is dissolved in 200 ml of absolute benzene are added with stirring at 5° C 25 g of oxalyl chloride. The mixture is continuously stirred overnight at room temperature, then evaporated to dryness in vacuo. The residue is dissolved in 200 ml of absolute benzene and filtered under anhydrous conditions. The filtrate is evaporated to dryness in vacuo. The residue yields the crude α-[p-(1-cyclohexenyl)-phenoxy]-heptanoic acid chloride, which is used directly for further processing.

Workup

  1. additionare added
  2. customevaporated to dryness in vacuo
  3. dissolutionThe residue is dissolved in 200 ml of absolute benzene
  4. additionare added
  5. waitThe mixture is continuously stirred overnight at room temperature
  6. customevaporated to dryness in vacuo
  7. dissolutionThe residue is dissolved in 200 ml of absolute benzene
  8. filtrationfiltered under anhydrous conditions
  9. customThe filtrate is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-3745bfcdabf3485494af5539dd306de8
Source dataset
uspto-grants-1978_09
Patent number
US04115416

Reaction notes

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