Tetrabutylammonium Fluoride → HCID 86749270, compound

HRID 1781527Notes

Reaction equation

HRID 1781527 reaction equation
[Si]([O:8][C:9]1[C:17]([CH2:18]/[CH:19]=[C:20](\[CH3:28])/[CH2:21][CH:22]([CH3:27])[C:23]([O:25][CH3:26])=[O:24])=[C:16]([O:29][CH3:30])[C:15]([CH3:31])=[C:14]2[C:10]=1[C:11](=[O:32])[O:12][CH2:13]2)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][C:9]1[C:17]([CH2:18]/[CH:19]=[C:20](\[CH3:28])/[CH2:21][CH:22]([CH3:27])[C:23]([O:25][CH3:26])=[O:24])=[C:16]([O:29][CH3:30])[C:15]([CH3:31])=[C:14]2[C:10]=1[C:11](=[O:32])[O:12][CH2:13]2

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 131719264HCID 131719264, compound

Product 1

HCID 86749270HCID 86749270, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To methyl (E)-6-(4-tert-butyldimethylsilyloxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,4-dimethyl-4-hexenoate (0.8 g) in tetrahydrofuran (5 ml) was added 1N tetra-n-butylammonium fluoride in tetrahydrofuran (4 ml). After 10 minutes the solution was diluted with ice water and extracted with ethyl acetate. The extract was dried and evaporated to give methyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,4-dimethyl-4-hexenoate as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was dried
  3. customevaporated

Sources & evidence

ORD record
ord-4e1328b28d1a47029e53dfd91f1f4ad0
Source dataset
uspto-grants-1997_05
Patent number
US05633279

Reaction notes

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