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

HRID 372043

반응식

HRID 372043 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 1821847-(Oxan-2-yloxy)heptanal

시약·촉매·용매 2

HCID 241Benzene용매HCID 3283Diethyl Ether용매

반응 조건

온도
10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5d85603004c44d74b1488ebff4d7a1ac
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04088695

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