6-tert-Butyl-3-(chloromethyl)-2,4-dimethylphenol → HCID 86734281, compound

HRID 1973709Notes

Reaction equation

HRID 1973709 reaction equation
[C:1]([C:5]1[CH:12]=[C:11]([CH3:13])[C:8]([CH2:9]Cl)=[C:7]([CH3:14])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[C:16]([O-:29])(=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[Na+]>CN(C)C=O>[C:1]([C:5]1[CH:12]=[C:11]([CH3:13])[C:8]([CH2:9][O:29][C:16](=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[C:7]([CH3:14])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 901316-tert-Butyl-3-(chloromethyl)-2,4-dimethylphenolHCID 2735067Sodium Laurate

Product 1

HCID 86734281HCID 86734281, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 30 g. (0.13 mole) of 4-tert.-butyl 3-hydroxy-2,6-dimethylbenzyl chloride and 29.4 g. (0.13 mole) of sodium laurate in 35 ml. of dimethylformamide was heated at 94°-102° C. for a period of 7 hours. The hot melt was added to 300 g. of ice water slurry. The oil was taken up in 250 ml. of benzene, washed with water and dried over anhydrous sodium sulfate. The salt was filtered and the filtrate concentrated in vacuo to give 44 g. of an oil.

Workup

  1. additionA mixture of 30 g
  2. additionThe hot melt was added to 300 g
  3. washof benzene, washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationThe salt was filtered
  6. concentrationthe filtrate concentrated in vacuo
  7. customto give 44 g

Sources & evidence

ORD record
ord-9c5cef45ebbc44a9b9379ca770893038
Source dataset
uspto-grants-1976_12
Patent number
US03998863

Reaction notes

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