Hydrochloric Acid → Ethyl 5-hydroxy-7-(2-methylphenyl)-1-oxo-1,3,4,7-tetrahydrobenzo[c]furan-6-carboxylate

HRID 34632Notes

Reaction equation

HRID 34632 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]2[C:14](=[O:17])[O:15][CH2:16][C:12]=2[CH2:11][C:10](NC)=[C:9]1[C:20]([O:22][CH2:23][CH3:24])=[O:21].C1C[O:28]CC1.Cl>O>[OH:28][C:10]1[CH2:11][C:12]2[CH2:16][O:15][C:14](=[O:17])[C:13]=2[CH:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[C:9]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 13577749HCID 13577749, compound

Product 1

HCID 54699091Ethyl 5-hydroxy-7-(2-methylphenyl)-1-oxo-1,3,4,7-tetrahydrobenzo[c]furan-6-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 mmol of ethyl 7-(2-methylphenyl)-5-methylamino-1-oxo-1,3,4,7-tetrahydrobenzo[c]furan-6-carboxylate are dissolved in 50 mmol of THF, 3 ml of concentrated HCl and 5 ml of water are added, and the mixture is boiled for 1 hour and then concentrated. The substance is identical to that from Example 3a.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-c6bfb43ff2ed4d24a28bd74574555bab
Source dataset
uspto-grants-1988_08
Patent number
US04762853

Reaction notes

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