Ethanol → HCID 13983509, compound

HRID 1084926Notes

Reaction equation

HRID 1084926 reaction equation
[OH-].[K+].C(O)C.[SH:6][C:7]1[CH:8]=[C:9]([C:17]([OH:19])=[O:18])[C:10]2[O:14][CH:13]([CH3:15])[CH2:12][C:11]=2[CH:16]=1.[CH:20]1([CH2:23]Br)[CH2:22][CH2:21]1>O>[CH:20]1([CH2:23][S:6][C:7]2[CH:8]=[C:9]([C:17]([OH:19])=[O:18])[C:10]3[O:14][CH:13]([CH3:15])[CH2:12][C:11]=3[CH:16]=2)[CH2:22][CH2:21]1

Participants

6

Reactant 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 81503BromomethylcyclopropaneHCID 13983508HCID 13983508, compound

Product 1

HCID 13983509HCID 13983509, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

73 g of potassium hydroxide were dissolved in 84 ml of water in a 2-liter round-bottomed flask and 387 ml of absolute ethanol and 130.5 g of 5-mercapto-2-methyl-2,3-dihydrobenzofuran-7-carboxylic acid were then added. 86 g of cyclopropylmethyl bromide were then quickly poured in and the contents were heated under reflux for 1 hour. After adding water, the contents were filtered and the solution was acidified by adding concentrated hydrochloric acid until a color change of Congo red was observed. The precipitate formed was drained, washed with water and dried at 40° C.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 1 hour
  3. filtrationthe contents were filtered
  4. additionby adding concentrated hydrochloric acid until a color change of Congo red
  5. customThe precipitate formed
  6. washwashed with water
  7. customdried at 40° C.

Sources & evidence

ORD record
ord-f452f74dac8e4505a64496ead50caea6
Source dataset
uspto-grants-1991_04
Patent number
US05006570

Reaction notes

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