2-Methylresorcinol → HCID 20282956, compound

HRID 463341Notes

Reaction equation

HRID 463341 reaction equation
[OH:1]C1C=CC=C(O)C=1C.COC1C=CC(CCCCCOC2C=CC=C3C=2C=CC=C3OCC([O-])=O)=CC=1CCC.[Na+].CC1C2C=CC(SCCCCCC3C=CC=CC=3)=C(CCC)C=2OC=1C([O-])=O.[Na+].[CH2:72]([O:79][C:80]1[C:81]([CH3:94])=[C:82]([C:89]([CH:92]=O)=[CH:90][CH:91]=1)[O:83][CH2:84][C:85]([O:87][CH3:88])=[O:86])[C:73]1[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=1.[OH:95][C:96]1[CH:109]=[CH:108][C:99]2[CH:100]=[C:101]([C:103]([O:105][CH2:106]C)=[O:104])[O:102][C:98]=2[C:97]=1[CH2:110][CH2:111][CH3:112]>CO.C(OCC)(=O)C>[CH2:72]([O:79][C:80]1[CH:91]=[CH:90][C:89]2[CH:92]=[C:84]([C:85]([O:87][CH3:88])=[O:86])[O:83][C:82]=2[C:81]=1[CH3:94])[C:73]1[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=1.[OH:95][C:96]1[CH:109]=[CH:108][C:99]2[CH:100]=[C:101]([C:103]([O:105][CH3:106])=[O:104])[O:102][C:98]=2[C:97]=1[CH3:110].[C:100]([C:99]1[CH:108]=[CH:109][C:96]([O:95][CH2:78][CH2:73][CH2:72][O:79][C:80]2[CH:91]=[CH:90][C:89]3[CH:92]=[C:84]([C:85]([O:87][CH3:88])=[O:86])[O:83][C:82]=3[C:81]=2[CH3:94])=[C:97]([CH2:110][CH2:111][CH3:112])[C:98]=1[OH:102])(=[O:1])[CH3:101]

Participants

10

Reactant 5

HCID 118432-MethylresorcinolHCID 20282950HCID 20282950, compoundHCID 20282951HCID 20282951, compoundHCID 23721279HCID 23721279, compoundHCID 70506655HCID 70506655, compound

Product 3

HCID 20282956HCID 20282956, compoundHCID 20282979HCID 20282979, compoundHCID 20282993HCID 20282993, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

2,6-Dihydroxytoluene was converted by the methods of Example 2(a), (b) and (c) to methyl 2-[3-benzyloxy-6-formyl-2-methylphenoxy]acetate, mp 64°-66°, which by the methods of Example 2(d) and (e) and Example 5(b) gave successively methyl 6-benzyloxy-7-methylbenzofuran-2-carboxylate, mp 117°-120° (from ethyl acetate), methyl 6-hydroxy-7-methylbenzofuran-2-carboxylate, mp 144°-147° (decomp.) and methyl 6-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-7-methylbenzofuran-2-carboxylate, mp 123°-124° from methanol).

Sources & evidence

ORD record
ord-f07613b2673347d3885449c3575f61bd
Source dataset
uspto-grants-1985_05
Patent number
US04518612

Reaction notes

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