Glyoxal, phenyl-, hydrate → HCID 53853911, compound

HRID 1105628Notes

Reaction equation

HRID 1105628 reaction equation
O.[C:2]1([C:8]([CH:10]=O)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]([CH:16]=[C:17]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([CH3:29])([CH3:28])[NH2:27])=[CH:21][CH:20]=1)[CH3:18])([O:14][CH3:15])=[O:13]>>[C:12]([CH:16]=[C:17]([C:19]1[CH:20]=[CH:21][C:22]([CH2:25][C:26]([NH:27][CH2:10][CH:8]([OH:9])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([CH3:29])[CH3:28])=[CH:23][CH:24]=1)[CH3:18])([O:14][CH3:15])=[O:13]

Participants

3

Reactant 2

HCID 12215922Glyoxal, phenyl-, hydrateHCID 54205897HCID 54205897, compound

Product 1

HCID 53853911HCID 53853911, compoundYield 55.8%

Procedure

This was prepared in an identical manner to the compound described in Example 13 using phenylglyoxal monohydrate (1.5 g) and 2{4-(2-carbomethoxy-1-methylethenyl)phenyl}-1, 1-dimethylethanamine (2.47 g). The title compound (2.02 g) m.p. 98°-103° C. (benzene/hexane) was obtained after chromatography on Kieselgel 60 eluting with 1% methanolchloroform. τ(CDCl3) 8.9 (6H, s), 7.55 (3H, d, J=1.5 Hz), 7.35 (2H, s), 6.8-7.6 (4H, m) 6.3 (3H, s), 5.4 (1H, dd) 3.85 (1H, q, J=1.5 Hz), 3.0-2.2 (9H, m).

Workup

  1. customThis was prepared in an identical manner to the compound

Sources & evidence

ORD record
ord-dced008bb5e541a49ba9b0d3eab058fb
Source dataset
uspto-grants-1982_01
Patent number
US04309443

Reaction notes

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