Ethanol → HCID 13090986, compound

HRID 435855Notes

Reaction equation

HRID 435855 reaction equation
C(=O)([O-])O.[Na+].[O:6]=[C:7]1[C:12]2[CH:13]=[CH:14][C:15]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[CH2:32][CH2:33][CH3:34])=[CH:16][C:11]=2[O:10][C:9]([C:35]([O:37]CC)=[O:36])=[CH:8]1.C(O)C>O>[O:6]=[C:7]1[C:12]2[CH:13]=[CH:14][C:15]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[CH2:32][CH2:33][CH3:34])=[CH:16][C:11]=2[O:10][C:9]([C:35]([OH:37])=[O:36])=[CH:8]1

Participants

5

Reactant 3

HCID 702EthanolHCID 516892Sodium BicarbonateHCID 13090996HCID 13090996, compound

Product 1

HCID 13090986HCID 13090986, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 2.15 parts of sodium hydrogen carbonate in 40 parts of water was added to a refluxing solution of 3.0 parts of ethyl 4-oxo-7-[7-(2-n-propyl phenoxy)heptyloxy]-4H-1-benzopyran-2-carboxylate in 50 parts of ethanol. More water was added to produce a clear solution which was refluxed for 2 hours. Acidification of the filtrate precipitated the acid as a semi-solid mass which was converted to a fine solid by persistent mechanical disruption of the gum cakes. The solid was filtered off, dried and crystallised from benzene/petrol (bp. 80°-100°) to furnish 2.8 parts of 4-oxo-7-[7-(2-n-propylphenoxy)heptyloxy]-4H-1-benzopyran-2-carboxylic acid as white microcrystals, mp. 149°-150° .

Workup

  1. customto produce a clear solution which
  2. temperaturewas refluxed for 2 hours
  3. customAcidification of the filtrate precipitated the acid as a semi-solid mass which
  4. filtrationThe solid was filtered off
  5. customdried
  6. customcrystallised from benzene/petrol (bp. 80°-100°)

Sources & evidence

ORD record
ord-9ceb16028272425a9ee6601e6ee1c87c
Source dataset
uspto-grants-1977_02
Patent number
US04006245

Reaction notes

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