Perchloric Acid → 1-azabicyclo-[2,2,2]-octan-3-carboxaldehyde O-methyloxime

HRID 2081237ノート

反応式

HRID 2081237 の反応式
Cl(O)(=O)(=O)=O.CO[CH:8]=[C:9]1[CH:14]2[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]2)[CH2:10]1.Cl.[O:18]([NH2:20])[CH3:19]>C(Cl)(Cl)Cl.O.CO>[CH3:19][O:18][N:20]=[CH:8][CH:9]1[CH:14]2[CH2:13][CH2:12][N:11]([CH2:16][CH2:15]2)[CH2:10]1

参加物

7

反応物 3

HCID 24247Perchloric AcidHCID 521874O-Methylhydroxylamine hydrochlorideHCID 537726003-Methoxy methylidene quinuclidine

生成物 1

HCID 542801241-azabicyclo-[2,2,2]-octan-3-carboxaldehyde O-methyloxime

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

11 cm3 of a 70% aqueous solution of perchloric acid is added at ambient temperature to 4.6 g of 3-methoxy methylidene quinuclidine (Heterocycles 244, 4-971 (1986)) in solution in 46 cm3 of chloroform. After one hour of contact, 2.5 g of methoxylamine hydrochloride in 10 cm3 of water and 10 cm3 of methanol is added and the reaction medium is maintained in this way for one night, and is then concentrated, alkalized with 2N sodium hydroxide, extracted with ethyl acetate; the solvents are evaporated, and the residue is taken up in ethyl ether and filtered. The filtrate is distilled at 150° C. under 0.08 mbar and 3.2 g of expected product is obtained.

後処理

  1. temperaturethe reaction medium is maintained in this way for one night
  2. concentrationis then concentrated
  3. extractionextracted with ethyl acetate
  4. customthe solvents are evaporated
  5. filtrationfiltered
  6. distillationThe filtrate is distilled at 150° C. under 0.08 mbar

出典と根拠

ORDレコード
ord-c03419fc618d48aabc0828509c06dade
出典データセット
uspto-grants-1993_02
特許番号
US05183893

反応ノート

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