4-Hydroxybenzaldehyde → 4-(3-Methylbutoxy)benzaldehyde

HRID 629133Notes

Reaction equation

HRID 629133 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.I[CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14].[I-].[Na+]>>[CH2:11]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[CH2:12][CH:13]([CH3:15])[CH3:14]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 5238Sodium IodideHCID 109241-Iodo-3-methylbutane

Product 1

HCID 2501014-(3-Methylbutoxy)benzaldehydeYield 92.6%

Procedure

The compound was synthesized as in Example 24.1, using 4-hydroxybenzaldehyde (200 mg, 1.64 mmol) and 1-iodo-3-methylbutane (649 mg, 1.97 mmol) in place of 1-chloro-3,3-dimethylbutane (no sodium iodide was used) to give 4-(isopentyloxy)benzaldehyde (292 mg, quant. crude) as a dark yellow oil that was used without further purification or characterization.

Workup

  1. customThe compound was synthesized as in Example 24.1

Sources & evidence

ORD record
ord-11006f97bdad4ecd9c18c5ee4f5e5d47
Source dataset
uspto-grants-2016_04
Patent number
US09315495B2

Reaction notes

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