Hydrochloric Acid → HCID 85069673, compound

HRID 897064Notes

Reaction equation

HRID 897064 reaction equation
[OH-].[Li+].[CH3:3][C:4]([C:11]#[C:12][Se:13][C:14]1[CH:23]=[CH:22][C:21]2[C:20]([CH3:25])([CH3:24])[CH2:19][CH2:18][C:17]([CH3:27])([CH3:26])[C:16]=2[CH:15]=1)=[CH:5][C:6]([O:8]CC)=[O:7].O.CO.Cl>C1COCC1.C(OCC)C.O>[CH3:3][C:4]([C:11]#[C:12][Se:13][C:14]1[CH:23]=[CH:22][C:21]2[C:20]([CH3:25])([CH3:24])[CH2:19][CH2:18][C:17]([CH3:27])([CH3:26])[C:16]=2[CH:15]=1)=[CH:5][C:6]([OH:8])=[O:7]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 22242641Methanol--water (1/1)HCID 85060290HCID 85060290, compound

Product 1

HCID 85069673HCID 85069673, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584184Diethylether waterSolvent

Procedure

Lithium hydroxide (500 mg) is added to a solution of ethyl 3-methyl-5-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylselenyl)pent-2-en-4-ynoate (500 mg, 1.24 mmol) in 10 ml of THF. 2 ml, of a water/methanol mixture (1/1) are added. The reaction medium is refluxed for 8 h. It is then poured into an ethyl ether/water mixture, acidified to pH 1 with concentrated hydrochloric acid solution and extracted with ethyl ether. After separation of the phases by settling, the organic phase is washed twice with water, dried over anhydrous magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C.

Workup

  1. temperatureThe reaction medium is refluxed for 8 h
  2. extractionextracted with ethyl ether
  3. customAfter separation of the phases
  4. washthe organic phase is washed twice with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. concentrationconcentrated on a rotary evaporator under vacuum at 40° C.

Sources & evidence

ORD record
ord-ea4846aa0f2c42f094315d1b6d8b97ac
Source dataset
uspto-grants-2005_07
Patent number
US06921777B2

Reaction notes

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