Hexamethyldisiloxane → HCID 20146228, compound

HRID 569795Notes

Reaction equation

C(C1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:14]([OH:27])([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=3)[CH:10]=2)[CH:5]=1)(=O)C.C[Si](O[Si](C)(C)C)(C)C.[C:37]([O:40][CH2:41]C)(=[O:39])[CH3:38].CO>>[OH:27][C:14]([C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[CH:5]=[C:38]([C:37]([O:40][CH3:41])=[O:39])[CH:13]=[CH:12]2)([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1

Participants

Reactant 3

HCID 24764Hexamethyldisiloxane

HCID 13687911HCID 13687911, compound

HCID 21584119Ethylacetate methanol

Product 1

HCID 20146228HCID 20146228, compound

Procedure

Methyl 6-[1-hydroxy-1-phenyl-1-(3-pyridyl)methyl]-2-naphthoate is prepared from 2-acetyl-6-(1-hydroxy-1-phenyl-1-(3-pyridyl) methyl)naphthalene in analogy to 3a without intermediate protection of the hydroxyl group as the trimethylsilyl ether. RF (ethyl acetate/methanol): 0.53.

Sources & evidence

ORD record: ord-bf671d240ac54ae49d888966796c9770
Source dataset: uspto-grants-1988_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04734406

Reaction notes

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