Methanol → 5-Methoxycarbonyl2-[2-hydroxy-3-(4-chloro-alpha,alpha-dimethylbenzyl)-5-tert-butyl-phenyl]-2H-benzotriazole

反応式

[C:1]([C:4]1[CH:33]=[CH:32][C:7]2=[N:8][N:9]([C:11]3[CH:16]=[C:15]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:14]=[C:13]([C:21]([C:24]4[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=4)([CH3:23])[CH3:22])[C:12]=3[OH:31])[N:10]=[C:6]2[CH:5]=1)([OH:3])=[O:2].[C:34]1(C)C=CC=CC=1.CO.S(=O)(=O)(O)O>>[CH3:34][O:2][C:1]([C:4]1[CH:33]=[CH:32][C:7]2=[N:8][N:9]([C:11]3[CH:16]=[C:15]([C:17]([CH3:18])([CH3:19])[CH3:20])[CH:14]=[C:13]([C:21]([C:24]4[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=4)([CH3:23])[CH3:22])[C:12]=3[OH:31])[N:10]=[C:6]2[CH:5]=1)=[O:3]

参加物

反応物 4

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 1140Toluene

HCID 22664373HCID 22664373、化合物

生成物 1

HCID 225950325-Methoxycarbonyl2-[2-hydroxy-3-(4-chloro-alpha,alpha-dimethylbenzyl)-5-tert-butyl-phenyl]-2H-benzotriazole

実験手順

The compound prepared in Example 91 (6.0 g, 0.012 mol), toluene (15 g, 0.16 mol), methanol (100 g, 3.1 mol) and concentrated sulfuric acid (0.4 g, 0.004 mol) are added to a reaction flask and heated to reflux. After eight hours at reflux, the solvents are removed by distillation and the residue is dissolved in 200 g of toluene. The solution is then passed through an absorbent (silica gel) to remove residual acid. The toluene is distilled off and the residue is twice recrystallized from methanol. The title compound is obtained in a yield of 4.9 g as a light yellow powder melting at 93-104° C. whose structure is consistent with 1Hnmr and mass spectrometric analyses.

後処理

temperatureheated to reflux
temperatureAfter eight hours at reflux
customthe solvents are removed by distillation
dissolutionthe residue is dissolved in 200 g of toluene
customto remove residual acid
distillationThe toluene is distilled off
customthe residue is twice recrystallized from methanol

出典と根拠

ORDレコード: ord-18f36e8c86ca4f4abea5e6c62bed6a90
出典データセット: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06800676B2

反応ノート

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