Hydrochloric Acid → HCID 70195603, compound

HRID 1075633Notes

Reaction equation

HRID 1075633 reaction equation
[CH3:1][C:2]1([C:19]2[S:23][CH:22]=[C:21]([C:24](=[CH2:30])[C:25]([O:27]CC)=[O:26])[CH:20]=2)[CH2:6][O:5][C:4]2[CH:7]=[C:8]3[C:13](=[CH:14][C:3]1=2)[C:12]([CH3:16])([CH3:15])[CH2:11][CH2:10][C:9]3([CH3:18])[CH3:17].[OH-].[Li+].Cl>C1COCC1>[CH3:1][C:2]1([C:19]2[S:23][CH:22]=[C:21]([C:24](=[CH2:30])[C:25]([OH:27])=[O:26])[CH:20]=2)[CH2:6][O:5][C:4]2[CH:7]=[C:8]3[C:13](=[CH:14][C:3]1=2)[C:12]([CH3:15])([CH3:16])[CH2:11][CH2:10][C:9]3([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86754069HCID 86754069, compound

Product 1

HCID 70195603HCID 70195603, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl [5-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)thiophen-3-yl]acrylate (430 mg, 1 mmol) and lithium hydroxide (430 mg, [lacuna] mmol) in THF (10 ml) was heated under reflux for 12 h. The mixture was acidified to pH 1 with a concentrated hydrochloric acid solution, extracted with ethyl ether and washed with water. After drying, the organic phase was concentrated in a rotary evaporator under vacuum at 40° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 12 h
  3. extractionextracted with ethyl ether
  4. washwashed with water
  5. customAfter drying
  6. concentrationthe organic phase was concentrated in a rotary evaporator under vacuum at 40° C.

Sources & evidence

ORD record
ord-e212cecf3a51459d92680a14a9f3d252
Source dataset
uspto-grants-1999_05
Patent number
US05905088

Reaction notes

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