HRID1709801

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID996

Phenol

C6H6O

2 次

HCID1004

Phosphoric acid

H3O4P

HCID6923

2-tert-Butylphenol

C10H14O

HCID7311

2,4-Di-tert-butylphenol

C14H22O

HCID7393

4-(1,1-Dimethylethyl)phenol

C10H14O

HCID8255

Isobutene

C4H8

PRODUCTS

生成物

结构：CC(C)(C)c1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1

HCID12902

2,4,6-Tris(tert-butyl)phenol

C18H30O

HCID31405

2,6-Di-tert-butylphenol

C14H22O

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

A 100 ml-autoclave was charged with 28 g of phenol, 4 g of phosphoric acid and 20 g of acetic acid, and heated at 120° C. Thereto was gradually added 34 g of isobutylene and the mixture was stirred at 120° C. for 3 hours. The reaction mixture consisted of 1.0% of phenol, 14% of 2-tert-butylphenol, 11% of 4-tert-butylphenol and 74% of 2,4-di-tertbutylphenol, when analyzed with gas chromatography as a % area. 2,6-Di-tert-butylphenol and 2,4,6-tri-tert-butylphenol were not formed. Phosphoric acid and acetic acid were removed by washing with water. Distillation at 170° C. gave 44 g of 2,4-di-tert-butylphenol. Each spectra of NMR, MS and IR of the objective compound was identical with those of the standard compound.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b1318eb400da47818225dc9005546c14
来源数据集: uspto-grants-1990_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04950810
来源说明: uspto-grants-1990_08

反应 SMILES

C1(O)C=CC=CC=1.P(=O)(O)(O)O.[CH3:13][C:14](=[CH2:16])[CH3:15].[C:17]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[OH:27])([CH3:20])([CH3:19])[CH3:18].[C:28](C1C=CC(O)=CC=1)([CH3:31])([CH3:30])[CH3:29].[C:39]([C:43]1[CH:48]=[C:47]([C:49]([CH3:52])([CH3:51])[CH3:50])[CH:46]=[CH:45][C:44]=1[OH:53])([CH3:42])([CH3:41])[CH3:40]>C(O)(=O)C>[C:14]([C:23]1[CH:24]=[CH:25][CH:26]=[C:21]([C:17]([CH3:19])([CH3:18])[CH3:20])[C:22]=1[OH:27])([CH3:15])([CH3:13])[CH3:16].[C:39]([C:43]1[CH:48]=[C:47]([C:49]([CH3:52])([CH3:51])[CH3:50])[CH:46]=[C:45]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:44]=1[OH:53])([CH3:42])([CH3:41])[CH3:40]