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

HRID 372043

反応式

HRID 372043 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 2N 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-5d85603004c44d74b1488ebff4d7a1ac
出典データセット
uspto-grants-1978_05
特許番号
US04088695

関連ノート

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