Sulfuric Acid → 7-(Oxan-2-yloxy)heptanal

HRID 259196

反応式

HRID 259196 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[O:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]#N.S(=O)(=O)(O)[OH:27]>C1C=CC=CC=1.C(OCC)C>[O:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[O:27]

参加物

6

反応物 3

HCID 1118Sulfuric AcidHCID 205429327-(2-Tetrahydropyranyloxy)heptanenitrileHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 1821847-(Oxan-2-yloxy)heptanal

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
10 °C

実験手順

Diisobutylaluminium hydride (19.4 g.) in dry benzene (50 ml.) was added dropwise at 10° C. to a stirred solution of 7-(2-tetrahydropyranyloxy)heptanenitrile (20.6 g.) in dry diethyl ether (200 ml.). The solution was stirred at 10° C. for 30 minutes and was then added to 2 N aqueous sulphuric acid (300 ml.) at 0° C. The mixture was heated at 30° C. for 30 minutes, and then saturated with sodium chloride and the layers were separated. The aqueous layer was extracted with diethyl ether and the combined organic layers were washed with aqueous sodium bicarbonate, and then aqueous sodium chloride, and dried over sodium sulphate. The solvent was evaporated and the residue was distilled under reduced pressure to give 7-(2-tetrahydropyranyloxy)-heptanal (12.7 g.), b.p. 78°-106° C./0.1 mm.Hg, nD25 1.456.

後処理

  1. temperatureThe mixture was heated at 30° C. for 30 minutes
  2. customsaturated with sodium chloride and the layers were separated
  3. extractionThe aqueous layer was extracted with diethyl ether
  4. washthe combined organic layers were washed with aqueous sodium bicarbonate
  5. dry with materialaqueous sodium chloride, and dried over sodium sulphate
  6. customThe solvent was evaporated
  7. distillationthe residue was distilled under reduced pressure

出典と根拠

ORDレコード
ord-e0f7acbedf3840f39f01f385dd8e247c
出典データセット
uspto-grants-1977_07
特許番号
US04036872

関連ノート

読み込み中…