2,4-Di-tert-butylphenol → HCID 57533182, compound

HRID 1689837Notes

Reaction equation

HRID 1689837 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH3:18][O:19][CH2:20]Cl>C1COCC1>[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[O:15][CH2:18][O:19][CH3:20])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 73112,4-Di-tert-butylphenolHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydride

Product 1

HCID 57533182HCID 57533182, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2,4-di-tert-butylphenol (20.6 g, 0.1 mol) in dry THF (50 mL) is added with stirring to a suspension of NaH (2.4 g, 0.1 mol) in dry THF (150 mL). After 1 h of stirring, the mixture is cooled to 0° C., and chloromethyl methyl ether (7.6 mL, 0.1 mol) is added. The reaction mixture is stirred at room temperature for 2 h, quenched with water (500 mL) and extracted with Et2O (2×100 mL). The combined organic phase is dried over MgSO4 and evaporated under reduced pressure. The residue is used for the next step without purification.

Workup

  1. stirringThe reaction mixture is stirred at room temperature for 2 h
  2. customquenched with water (500 mL)
  3. extractionextracted with Et2O (2×100 mL)
  4. dry with materialThe combined organic phase is dried over MgSO4
  5. customevaporated under reduced pressure
  6. customThe residue is used for the next step without purification

Sources & evidence

ORD record
ord-0c1d307aab0643c9b38a930d8988cfca
Source dataset
uspto-grants-2012_04
Patent number
US08153544B2

Reaction notes

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