ethyl (E) 6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl-4-hexenoate → (E)-6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl-4-hexenoic acid

HRID 1781539Notes

Reaction equation

HRID 1781539 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[C:16]([CH2:17]/[CH:18]=[C:19](\[CH3:29])/[CH2:20][C:21]([CH3:28])([CH3:27])[C:22]([O:24]CC)=[O:23])=[C:15]([O:30][CH3:31])[C:14]([CH3:32])=[C:13]2[C:9]=1[C:10](=[O:33])[O:11][CH2:12]2>CCCCCC.C(OCC)(=O)C>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[C:16]([CH2:17]/[CH:18]=[C:19](\[CH3:29])/[CH2:20][C:21]([CH3:27])([CH3:28])[C:22]([OH:24])=[O:23])=[C:15]([O:30][CH3:31])[C:14]([CH3:32])=[C:13]2[C:9]=1[C:10](=[O:33])[O:11][CH2:12]2

Participants

3

Reactant 1

HCID 131719268ethyl (E) 6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl-4-hexenoate

Product 1

HCID 70303147(E)-6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl-4-hexenoic acid

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

By following the procedure of Example ZA-6A and substituting methyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl) -2,4-dimethyl-4-hexenoate with ethyl (E)-6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl -4-hexenoate and compounds of Formula 109, prepared e.g, as described in Example ZA-12 and converted to compounds of Formula 112 as described in Part A above, there are obtained (E)-6-(4-methoxyethoxymethoxy-1,3-dihydro-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-2,2,4-trimethyl-4-hexenoic acid, m.p. 163-165 (hexane/ethyl acetate) and the corresponding compounds of Formula I-ZA-M2 as identified in the following table.

Workup

  1. customprepared e.g

Sources & evidence

ORD record
ord-c4e229a8b75d49bea2d79b6f95430408
Source dataset
uspto-grants-1997_05
Patent number
US05633279

Reaction notes

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