3,4,5-Trimethoxybenzaldehyde → 151221-95-3

HRID 1647297Notes

Reaction equation

HRID 1647297 reaction equation
CO[C:3]1C=C(C=C(OC)[C:10]=1OC)C=O.[CH3:15][C:16]1[CH:35]=[CH:34][C:19]([N:20]=[CH:21][C:22]2[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[C:24]([O:32][CH3:33])[CH:23]=2)=[CH:18][CH:17]=1>>[CH2:15]([C:16]1[CH:17]=[CH:18][C:19]([N:20]=[CH:21][C:22]2[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[C:24]([O:32][CH3:33])[CH:23]=2)=[CH:34][CH:35]=1)[CH2:3][CH3:10]

Participants

3

Reactant 2

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 15657369HCID 15657369, compound

Product 1

HCID 373811151221-95-3Yield 87.6%

Procedure

From compounds 107g (4.2 g, 99%, 31.0 mmol) and 106 (6.0 g, 98%, 31.0 mmol), a similar procedure as described for 108a gave 108g (8.5 g, 87.6%) as a thick oil. 1H NMR (200 MHz, CDCl3) δ8.36 (s, 1H), 7.20 (d, J=8 Hz, 2H), 7.16 (s, 2H), 7.14 (d, J=8 Hz, 2H), 3.93 (s, 6H), 3.91 (s, 3H), 2.60 (t, J=8 Hz, 2H), 1.64 (sextet, J=8 Hz, 2H), 0.95 (t, J=8 Hz, 3H). EIMS (M+ 100).

Sources & evidence

ORD record
ord-cdf858629f074559a8090f39fd9f9c5b
Source dataset
uspto-grants-1995_07
Patent number
US05430062

Reaction notes

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