Hydrochloric Acid → HCID 4738325, compound

HRID 591537Notes

Reaction equation

HRID 591537 reaction equation
[OH-:1].[Na+].Cl[CH2:4][C:5]1[C:14]2[C:9](=[C:10]([CH3:16])[C:11]([OH:15])=[CH:12][CH:13]=2)[O:8][C:7](=[O:17])[CH:6]=1.Cl>>[OH:15][C:11]1[CH:12]=[CH:13][C:14]2[C:5]([CH2:6][C:7]([OH:17])=[O:1])=[CH:4][O:8][C:9]=2[C:10]=1[CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54238774-(chloromethyl)-7-hydroxy-8-methyl-2H-chromen-2-one

Product 1

HCID 4738325HCID 4738325, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 1M NaOH (89 mL) and 4-(chloromethyl)-7-hydroxy-8-methyl-2H-chromen-2-one (4.0 g) was stirred at 100° C. for 1 h. After cooling, the reaction mixture was acidified with 6N HCl. The precipitate was collected by filtration, and washed with water and hexane to give the title compound (2.62 g). The filtrate was extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The solid was washed with hexane to give the title compound (831.4 mg). Total yield: 3.45 g.

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water and hexane

Sources & evidence

ORD record
ord-8e322e9772ff4480802bb5d4c6d160f1
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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