Hydrochloric Acid → HCID 53641762, compound

HRID 378218Notes

Reaction equation

HRID 378218 reaction equation
[CH2:1]([C:4]1([C:20]2[CH:29]=[CH:28][C:27]3[C:26]([CH3:31])([CH3:30])[CH2:25][CH2:24][C:23]([CH3:33])([CH3:32])[C:22]=3[CH:21]=2)[C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][C:7]=2[O:6][CH2:5]1)[CH:2]=[CH2:3].[OH-].[Na+].O.Cl>C1COCC1.C(OCC)(=O)C>[CH2:1]([C:4]1([C:20]2[CH:29]=[CH:28][C:27]3[C:26]([CH3:31])([CH3:30])[CH2:25][CH2:24][C:23]([CH3:33])([CH3:32])[C:22]=3[CH:21]=2)[C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:7]=2[O:6][CH2:5]1)[CH:2]=[CH2:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 54572613HCID 54572613, compound

Product 1

HCID 53641762HCID 53641762, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of ethyl 3-[3-allyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3-dihydrobenzofuran-5-yl]acrylate (790 mg, 1.78 mmol) and sodium hydroxide (720 mg, 17.8 mmol) in THF (20 ml) is heated to reflux for 24 h. The mixture is treated with water and ethyl acetate, and acidified to pH 1 with a concentrated hydrochloric acid solution. After separation, the organic phase is washed twice with water, dried over magnesium sulphate, and concentrated in vacuo at 40° C. in a rotary evaporator. The solid obtained is washed with heptane.

Workup

  1. temperatureto reflux for 24 h
  2. customAfter separation
  3. washthe organic phase is washed twice with water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated in vacuo at 40° C. in a rotary evaporator
  6. customThe solid obtained
  7. washis washed with heptane

Sources & evidence

ORD record
ord-29d9afaae6e94aac9a531cf30eea701b
Source dataset
uspto-grants-2000_02
Patent number
US06030952

Reaction notes

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