Hydrochloric Acid → HCID 14373504, compound

HRID 2291642Notes

Reaction equation

HRID 2291642 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:36][CH2:37][CH2:38][CH2:39][CH:40]1[O:44][C:43](=[O:45])[CH:42]=[C:41]1[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.C(OCC)(=O)C.Cl>O1CCCC1>[OH:36][CH2:37][CH2:38][CH2:39][CH:40]1[O:44][C:43](=[O:45])[CH:42]=[C:41]1[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 2724141Tetrabutylammonium FluorideHCID 21279134HCID 21279134, compound

Product 1

HCID 14373504HCID 14373504, compoundYield 71.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1M Solution of tetrabutylammonium fluoride in tetrahydrofuran (0.736 ml) was added to a solution of 5-[3-(t-butyldiphenylsilyloxy)propyl]-4-phenyl-2(5H)-furanone (280 mg) in tetrahydrofuran (3 ml) and the resulting mixture was stirred at same temperature for 3 hours. The reaction mixture was poured into a mixture of ethyl acetate and 0.5N hydrochloric acid. The organic layer was separated, washed with water and brine successively, dried over magnesium sulfate, and evaporated in vacuo to give 5-(3-hydroxypropyl)-4-phenyl-2(5H)-furanone (96 mg).

Workup

  1. customThe organic layer was separated
  2. washwashed with water and brine successively
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-6ea2a961defe489697b4361634e420d1
Source dataset
uspto-grants-1989_01
Patent number
US04797417

Reaction notes

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