Perchloric Acid → Allopregnanolone

HRID 232797

반응식

HRID 232797 반응식
C([O:4][C@@H:5]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:17])[CH3:16])[CH2:6]1)(=O)C.Cl(O)(=O)(=O)=O>CO>[OH:4][C@@H:5]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:17])[CH3:16])[CH2:6]1

참가 물질

4

반응물 2

HCID 24247Perchloric AcidHCID 53835422Allopregnan-3alpha-ol-20-one acetate

생성물 1

HCID 92786Allopregnanolone수율 107.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3α-acetoxy-5α-pregnan-20-one (4.8 g) in 150 mL of methanol was cooled to 0° C. with an ice bath and 15.0 mL of perchloric acid was added dropwise. After 30 m of stirring, the ice bath was removed and the reaction mixture was left stirring for three days. The reaction mixture was poured into water and extracted with chloroform three times. The chloroform extracts were combined, dried over magnesium sulfate, and the solvent evaporated to give 4.57 g of crude product.

후처리

  1. customthe ice bath was removed
  2. waitthe reaction mixture was left
  3. stirringstirring for three days
  4. additionThe reaction mixture was poured into water
  5. extractionextracted with chloroform three times
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-d869891b434249c19eacca768a8e4da3
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591733

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