HCID 20535629, compound → CHROMONE2CARBOXYLICACID52HYDROXYPROPOXY8PROPYL

HRID 1156225Notes

Reaction equation

HRID 1156225 reaction equation
O1CCCCC1[O:7][CH:8]([CH3:28])[CH2:9][O:10][C:11]1[C:16]2[C:17](=[O:24])[CH:18]=[C:19]([C:21]([OH:23])=[O:22])[O:20][C:15]=2[C:14]([CH2:25][CH2:26][CH3:27])=[CH:13][CH:12]=1>C(O)C.O.Cl>[OH:7][CH:8]([CH3:28])[CH2:9][O:10][C:11]1[C:16]2[C:17](=[O:24])[CH:18]=[C:19]([C:21]([OH:23])=[O:22])[O:20][C:15]=2[C:14]([CH2:25][CH2:26][CH3:27])=[CH:13][CH:12]=1

Participants

5

Reactant 1

HCID 20535629HCID 20535629, compound

Product 1

HCID 121899CHROMONE2CARBOXYLICACID52HYDROXYPROPOXY8PROPYL

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of 5-[2-(tetrahydropyran-2-yloxy)propoxy]-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid (0.12 g) in ethanol (3 ml), water (2 ml) and concentrated hydrochloric acid (1 drop) was stirred for 15 minutes at ambient temperature. The mixture was then extracted with chloroform (3×20 ml) and the chloroform extracts bulked, dried and evaporated in vacuo. The residue was crystallised from acetone giving 5-(2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid m.g. 134°-135° C.

Workup

  1. extractionThe mixture was then extracted with chloroform (3×20 ml)
  2. customdried
  3. customevaporated in vacuo
  4. customThe residue was crystallised from acetone

Sources & evidence

ORD record
ord-b0ea262d5a494c7eae27cdfd0e2e25cd
Source dataset
uspto-grants-1982_06
Patent number
US04335048

Reaction notes

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