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Hydrochloric Acid → HCID 9865770, compound

HRID 1612010
Notes
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Reaction equation

HRID 1612010 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[C:5]([Se:18][C:19]2[CH:29]=[CH:28][C:22]([C:23]([O:25]CC)=[O:24])=[CH:21][CH:20]=2)=[CH:6][C:7]2[C:8]([CH3:17])([CH3:16])[CH2:9][CH2:10][C:11]([CH3:15])([CH3:14])[C:12]=2[CH:13]=1.CO.Cl>C1COCC1.C(OCC)C.O.O>[CH3:3][C:4]1[C:5]([Se:18][C:19]2[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:28][CH:29]=2)=[CH:6][C:7]2[C:8]([CH3:17])([CH3:16])[CH2:9][CH2:10][C:11]([CH3:14])([CH3:15])[C:12]=2[CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 9867289HCID 9867289, compound

Product 1

HCID 9865770HCID 9865770, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent
HCID 8028
Tetrahydrofuran
Solvent
HCID 21584184Diethylether waterSolvent

Procedure

Sodium hydroxide (450 mg, 11.25 mmol) is added to a solution of ethyl 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylselanyl)benzoate (450 mg, 1.04 mmol) in a mixture of 10 ml of THF, 1 ml of methanol and 1 ml of water. The reaction medium is refluxed for 12 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 12 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-ea09d407f2a34a67a5b35a210aa852c1
Source dataset
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06992094B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes