2-Methoxybenzaldehyde → HCID 17964395, compound

HRID 1182028Notes

Reaction equation

HRID 1182028 reaction equation
[CH:1](=[O:10])[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:11]([C:13]1[CH:18]=[CH:17][C:16]([Mg]Br)=[CH:15][CH:14]=1)[CH3:12].[NH4+].[Cl-]>C1COCC1>[CH2:11]([C:13]1[CH:18]=[CH:17][C:16]([CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[O:8][CH3:9])[OH:10])=[CH:15][CH:14]=1)[CH3:12]

Participants

5

Reactant 3

HCID 86582-MethoxybenzaldehydeHCID 25517Ammonium ChlorideHCID 178436501HCID 178436501, compound

Product 1

HCID 17964395HCID 17964395, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1.01 g of o-anisaldehyde are dissolved in THF and cooled to 0° C. 16.29 ml of 4-ethylphenylmagnesium bromide (0.5 M in THF) are added to the mixture. The reaction solution is stirred at room temperature overnight and then poured into 20% NH4Cl solution and extracted with ethyl acetate. 1.92 g of the product are obtained, and this can be employed without further purification. C16H18O2 (242.32) MS (ESI+) 225.15 (M−OH)+

Workup

  1. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-b4dbf47e356d4dcbaf13a440cb3896d4
Source dataset
uspto-grants-2007_10
Patent number
US07288528B2

Reaction notes

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