Methanesulfonic Acid → 4-Isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octane

HRID 61325ノート

反応式

HRID 61325 の反応式
[CH:1]([C:4]1([CH2:12][OH:13])[CH2:9][CH2:8][C:7]([CH3:10])=[CH:6][CH:5]1[CH3:11])([CH3:3])[CH3:2].CS(O)(=O)=O>C1(C)C=CC=CC=1>[CH:1]([C:4]12[CH2:9][CH2:8][C:7]([CH3:10])([CH2:6][CH:5]1[CH3:11])[O:13][CH2:12]2)([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 6395Methanesulfonic AcidHCID 56983930(1-Isopropyl-2,4-dimethyl-cyclohex-3-enyl)-methanol

生成物 1

HCID 897054834-Isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

(1-Isopropyl-2,4-dimethyl-cyclohex-3-enyl)-methanol (165 g, 0.9 mol, obtained as detailed above) was dissolved in toluene with methanesulfonic acid (MSA, 5 g, 0.05 mol). The resulting solution was heated to 70° C. and aged at 70° C. for 2 hours. GC analysis showed the completion of cyclization. The reaction mixture was cooled to room temperature, washed with sodium carbonate solution, and distilled to provide 4-isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octane.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with sodium carbonate solution
  3. distillationdistilled

出典と根拠

ORDレコード
ord-d31ff57561b6429c8245f095eb6e1e51
出典データセット
uspto-grants-2016_09
特許番号
US09441185B2

反応ノート

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