4-Hydroxybenzaldehyde → 4-(2,2-Dimethylpropoxy)benzaldehyde

HRID 629138Notes

Reaction equation

HRID 629138 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:10](Br)[C:11]([CH3:14])([CH3:13])[CH3:12].[I-].[Na+]>>[CH2:10]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[C:11]([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 5238Sodium IodideHCID 124151-Bromo-2,2-dimethylpropane

Product 1

HCID 217562534-(2,2-Dimethylpropoxy)benzaldehydeYield 99.9%

Procedure

The compound was synthesized as in Example 24.1, using 4-hydroxybenzaldehyde (200 mg, 1.64 mmol) and neopentyl bromide (495 mg, 1.97 mmol) in place of 1-chloro-3,3-dimethylbutane (no sodium iodide was used) to give 4-(neopentyloxy)benzaldehyde (315 mg, quant. crude) as a 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-3a76741ad46a44dd950ccfd794a34780
Source dataset
uspto-grants-2016_04
Patent number
US09315495B2

Reaction notes

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