Sodium Hydroxide → HCID 13290028, compound

HRID 370963Notes

Reaction equation

HRID 370963 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][O:6][C:7]1[C:21]([Cl:22])=[C:20]([Cl:23])[C:10]2[S:11][C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:13][C:9]=2[CH:8]=1)C.[OH-].[Na+]>C(O)C>[Cl:22][C:21]1[C:7]([O:6][CH2:5][C:4]([OH:24])=[O:3])=[CH:8][C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[S:11][C:10]=2[C:20]=1[Cl:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13290027HCID 13290027, compound

Product 1

HCID 13290028HCID 13290028, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.47 g of ethyl[(6,7-dichloro-2-phenylbenzo[b]thien-5-yl)oxy]acetate and 150 ml of 95% ethanol was treated with 150 ml of 20% sodium hydroxide solution. The mixture is refluxed for 3 hours and concentrated in vacuo to remove ethanol. Acidification at 0°-10°, followed by ether extraction, yields 3.9 g of [(6,7-dichloro-2-phenylbenzo[b]thien-5-yl)oxy]acetic acid as white needles, mp 209°-211°.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. concentrationconcentrated in vacuo
  3. customto remove ethanol
  4. extractionAcidification at 0°-10°, followed by ether extraction

Sources & evidence

ORD record
ord-64f86dfe5912476a862a26b5ca08a455
Source dataset
uspto-grants-1985_07
Patent number
US04528399

Reaction notes

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