4-Hydroxybenzaldehyde → 4'-(3-Phenylpropoxy)acetophenone

HRID 259656Notes

Reaction equation

HRID 259656 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[OH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=O)[CH3:19])=[CH:14][CH:13]=1.[OH:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1>>[C:15]1([CH2:18][CH2:19][CH2:22][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[C:8](=[O:10])[CH3:9])[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=1.[C:25]1([CH2:26][CH2:13][CH2:12][O:11][C:7]2[CH:2]=[C:3]([C:8](=[O:10])[CH3:9])[CH:4]=[CH:5][CH:6]=2)[CH:28]=[CH:29][CH:22]=[CH:23][CH:24]=1.[C:15]1([CH2:18][CH2:19][CH2:22][O:21][C:6]2[CH:5]=[CH:4][C:3]([C:8](=[O:10])[CH3:9])=[CH:2][CH:7]=2)[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=1

Participants

6

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 74694'-HydroxyacetophenoneHCID 83752'-Hydroxyacetophenone

Product 3

HCID 195962364'-(3-Phenylpropoxy)acetophenoneHCID 21422420o-(3-Phenylpropoxy)acetophenoneHCID 214224401-[3-(3-Phenylpropoxy)phenyl]ethan-1-one

Procedure

Following essentially the same procedure, but substituting o-hydroxyacetophenone, m-hydroxyacetophenone, and p-hydroxyacetophenone for the p-hydroxybenzaldehyde above, results in the formation of o-(3-phenylpropoxy)acetophenone (b.p. 173°-8° C. at 0.1 mm), m-(3-phenylpropoxy)acetophenone (b.p. 199°-201° C. at 0.2 mm) and p-(3-phenylpropoxy) acetophenone (m.p. 80°-1° C.), respectively.

Sources & evidence

ORD record
ord-f0b763cbef82402b82ff1a570d10df9a
Source dataset
uspto-grants-1977_07
Patent number
US04038412

Reaction notes

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