Carbon Dioxide → HCID 22765974, compound

HRID 1112010Notes

Reaction equation

HRID 1112010 reaction equation
C([C:4]1[S:5][C:6](Cl)=[CH:7][C:8]=1[O:9][CH2:10][C:11]([OH:13])=[O:12])(O)=O.N1C2C(=CC=CC=2)C=CC=1.C(=O)=O.[ClH:28]>[Cu].O>[Cl:28][CH:10]([O:9][C:8]1[CH:7]=[CH:6][S:5][CH:4]=1)[C:11]([OH:13])=[O:12]

Participants

7

Reactant 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 7047QuinolineHCID 15588114HCID 15588114, compound

Product 1

HCID 22765974HCID 22765974, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 962WaterSolvent2×

Procedure

A mixture of 1.63 g of the product of Step C, 3.5 ml of quinoline and 0.24 g of Gattermann copper was heated to 200° C. under nitrogen during which 165 ml of carbon dioxide gas evolved for the water and the mixture was then poured into iced water. 5.6 ml of 10N hydrochloric acid were added thereto and the mixture was extracted with ether. The ether phase was dried and evaporated to dryness and the residue was effloresced with petroleum ether (Bp -60°-80° C.) to obtain 1.2 g of 2-chloro-4-thienyloxy-acetic acid melting at 119° C.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe ether phase was dried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-3b9182be50964d8785ee66064d7abbcb
Source dataset
uspto-grants-1978_10
Patent number
US04119727

Reaction notes

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