2-Phenylethanol → HCID 67834267, compound

HRID 1086947Notes

Reaction equation

HRID 1086947 reaction equation
[N+]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][CH2:9][O:10][N:11]2[N:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[NH:12]2)=[CH:6][CH:5]=1)([O-])=O.COC1C=C(OC)C=CC=1C=O.C(O)CC1C=CC=CC=1.N1C(C)=CC(C)=CC=1C>>[CH2:9]([O:10][N:11]1[N:12]=[C:13]([Cl:18])[CH:14]=[C:15]([Cl:17])[NH:16]1)[CH2:8][C:7]1[CH:6]=[CH:5][CH:4]=[CH:20][CH:19]=1

Participants

5

Reactant 4

HCID 60542-PhenylethanolHCID 79532,4,6-TrimethylpyridineHCID 691752,4-DimethoxybenzaldehydeHCID 86744914HCID 86744914, compound

Product 1

HCID 67834267HCID 67834267, compoundYield 52%

Procedure

In a manner exactly analogous to the preparation of compound 35, using 4.4 g (0.0024 mole) of cyanuric chloride (1), 2.9 g (0.0024 mole) of phenethyl alcohol and 3.2 ml of collidine, 3.37 g (52% yield) of the desired compound 46 was obtained after plug filtration of the crude product on silica gel using methylene chloride.

Sources & evidence

ORD record
ord-83b757da02514fdc9d17b4f672570ede
Source dataset
uspto-grants-1991_07
Patent number
US05032677

Reaction notes

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