Propionic Acid → HCID 15279035, compound

HRID 638671Notes

Reaction equation

HRID 638671 reaction equation
[CH2:1]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]=1[OH:25])[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13].[C:26](O)(=[O:29])[CH2:27][CH3:28].N1C=CC=CC=1.C1(C)C(S(Cl)(=O)=O)=CC=CC=1>C1(C)C=CC=CC=1>[C:26]([O:25][C:15]1[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=1[CH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13])(=[O:29])[CH2:27][CH3:28]

Participants

6

Reactant 4

HCID 1032Propionic AcidHCID 1049PyridineHCID 83982,2'-Methylenebis(4-methyl-6-tert-butylphenol)HCID 8623o-Toluenesulfonyl chloride

Product 1

HCID 15279035HCID 15279035, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To the same flask as used in Example 1 were added 340.51 g (1.0 mole) of 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 74.08 g (1.0 mole) of propionic acid, 500 g of toluene and 191.42 g (2.42 moles) of pyridine. After replacing the air in the container with nitrogen, 210.05 g (1.1 moles) of o-toluenesulfonyl chloride was added dropwise with stirring. After completion of the dropwise addition, the reaction solution was kept at 100° C. for 1 hour and then aftertreated in the same manner as in Example 2 to obtain 384.7 g of a white crystalline 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monopropionate having a melting point of 108° to 110° C. Yield, 97%.

Workup

  1. additionwas added dropwise
  2. additionAfter completion of the dropwise addition

Sources & evidence

ORD record
ord-424891cc6fa34f3a8166dd0365bb64c1
Source dataset
uspto-grants-1985_12
Patent number
US04562281

Reaction notes

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