Benzaldehyde → HCID 10059464, compound

HRID 1108674Notes

Reaction equation

HRID 1108674 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[OH:17][CH:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:8]#[N:9]

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 8794Phenylacetonitrile

Product 1

HCID 10059464HCID 10059464, compoundYield 53%

Procedure

Reaction of phenylacetonitrile and benzaldehyde on a 15 mmol scale according to the procedure in Example 1, and recrystallization from toluene/hexane gave 1.81 g of the desired anti-aldol product (53%). NMR (1H, 13C), IR, and Mass spectra were consistent with the structure assigned previously by Wade et al. (J. Org. Chem. 52, 2973-2977 (1987)).

Workup

  1. customaccording to the procedure in Example 1, and recrystallization from toluene/hexane

Sources & evidence

ORD record
ord-355cc9ebc83b4439bdd4fcc59cdb349d
Source dataset
uspto-grants-2000_05
Patent number
US06069177

Reaction notes

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