4-Hydroxybenzaldehyde → HCID 118113213, compound

HRID 1485096Notes

Reaction equation

HRID 1485096 reaction equation
OC1C=CC(C=O)=CC=1.BrCC1CCC1.[OH:16][C:17]1[CH:18]=[CH:19][C:20]([CH3:23])=[N:21][CH:22]=1.Cl[CH2:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][OH:31])=[CH:28][CH:27]=1>>[CH3:23][C:20]1[N:21]=[CH:22][C:17]([O:16][CH2:25][C:26]2[CH:33]=[CH:32][C:29]([CH:30]=[O:31])=[CH:28][CH:27]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 4

HCID 1264-HydroxybenzaldehydeHCID 142752-Methyl-5-hydroxypyridineHCID 2734658(Bromomethyl)cyclobutaneHCID 5107660[4-(Chloromethyl)phenyl]methanol

Product 1

HCID 118113213HCID 118113213, compoundYield 113.7%

Procedure

Instead of 4-hydroxybenzaldehyde and (bromomethyl)cyclobutane, 5-hydroxy-2-methylpyridine (767 mg) and 4-(chloromethyl)benzyl alcohol (1.00 g) were respectively used and treated by the same techniques as in Reference Examples 9-1 and 19-1 to give the titled compound as a pale yellow solid (1.65 g).

Workup

  1. additiontreated by the same techniques as in Reference Examples 9-1 and 19-1

Sources & evidence

ORD record
ord-66133493b56049efaed3a9c295c4da15
Source dataset
uspto-grants-2016_08
Patent number
US09422240B2

Reaction notes

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