Methanesulfonic Acid → 2-(2-Tert-butyl-tetrazol-5-yl)-benzaldehyde

HRID 1068926ノート

反応式

HRID 1068926 の反応式
[NH:1]1[C:5]([C:6]2[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=2[CH:8]=[O:9])=[N:4][N:3]=[N:2]1.[CH2:14]=[C:15]([CH3:17])[CH3:16].CS(O)(=O)=O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[C:15]([N:3]1[N:2]=[N:1][C:5]([C:6]2[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=2[CH:8]=[O:9])=[N:4]1)([CH3:17])([CH3:16])[CH3:14]

参加物

6

反応物 3

HCID 6395Methanesulfonic AcidHCID 8255IsobutyleneHCID 178519511HCID 178519511、化合物

生成物 1

HCID 211906522-(2-Tert-butyl-tetrazol-5-yl)-benzaldehyde

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In an autoclave, 6.4 g (36.7 mmol) of 2-(tetrazol-5-yl)-benzaldehyde (Step 61.1) in 50 ml of toluene are heated at 110° C. for 1.5 hours with ≈3 g of isobutene and 0.432 ml of methanesulfonic acid. When cold the reaction mixture is diluted with 300 ml of ethyl acetate, washed four times with water and once with brine, dried (Na2SO4) and concentrated by evaporation. Column chromatography (SiO2; hexane/ethyl acetate=4:1) and crystallization from hexane with a small amount of diethyl ether at −20° C. yield 2-(2-tert-butyl-tetrazol-5-yl)-benzaldehyde; TLC: Rf=0.36 (hexane/ethyl acetate=10:1).

後処理

  1. washwashed four times with water
  2. dry with materialonce with brine, dried (Na2SO4)
  3. concentrationconcentrated by evaporation
  4. customColumn chromatography (SiO2; hexane/ethyl acetate=4:1) and crystallization from hexane with a small amount of diethyl ether at −20° C.

出典と根拠

ORDレコード
ord-108f0cb0719a4ac59690329c82670420
出典データセット
uspto-grants-2001_06
特許番号
US06251911B1

反応ノート

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