2-Bromoethanol → 3-(2-Hydroxyethoxy)-4-(1-methylethoxy)benzaldehyde

HRID 1990808Notes

Reaction equation

HRID 1990808 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:13])[CH3:12])[CH:5]=[O:6].Br[CH2:15][CH2:16][OH:17].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH:17][CH2:16][CH2:15][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:13])[CH3:12])[CH:5]=[O:6]

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 1545352194283-73-5

Product 1

HCID 220399183-(2-Hydroxyethoxy)-4-(1-methylethoxy)benzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared analogously to intermediate 2 (4-methoxy-3-propoxy-benzaldehyde) by reaction of 3-hydroxy-4-isopropoxy-benzaldehyde ([CAS RN 94283-73-5], F. R. Hewgill, M. C. Pass Australian J. Chem. 1985, 38, 537-554) with 2-bromo-ethanol in DMF using K2CO3 as base. MS (ISP): 224.2 [M+H]+.

Sources & evidence

ORD record
ord-55407e49112142f9885f790fd1c9a258
Source dataset
uspto-grants-2010_01
Patent number
US07645753B2

Reaction notes

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