Acetic Acid → HCID 9929531, 화합물

HRID 1290304노트

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HRID 1290304 반응식
CC(C)([O-])C.[K+].[OH:7][CH2:8][C@H:9]([C@@H:11]1[C@:28]2([CH3:29])[C@H:14]([C@H:15]3[C@H:25]([CH2:26][CH2:27]2)[C@:23]2([CH3:24])[C:18](=[CH:19][C:20](=[O:30])[CH2:21][CH2:22]2)[CH2:17][CH2:16]3)[CH2:13][CH2:12]1)[CH3:10].C([O:35][N+:36]([O-])=[O:37])C(C)C.C(O)(=O)C>C(O)(C)(C)C.ClCCl>[OH:7][CH2:8][C@H:9]([C@@H:11]1[C@:28]2([CH3:29])[C@H:14]([C@H:15]3[C@H:25]([CH2:26][CH2:27]2)[C@:23]2([CH3:24])[C:18](=[C:19]([N+:36]([O-:37])=[O:35])[C:20](=[O:30])[CH2:21][CH2:22]2)[CH2:17][CH2:16]3)[CH2:13][CH2:12]1)[CH3:10]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 10974Isobutyl nitrateHCID 11142115HCID 11142115, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 9929531HCID 9929531, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6386tert-Butanol용매

실험 절차

Potassium tert-butoxide (7.6 g, 67.8 mM), (20S)-20-hydroxymethylpregn-4-en-3-one (6.6 g, 20 mM) in tert-butanol is heated at reflux temperature for 60 minutes under an argon atmosphere. Isobutylnitrate (2.34 ml, 20 mM) is then added in one continuous portion. After 20 minutes of further refluxing, the reaction vessel is cooled to room temperature. Acetic acid (10 ml) is then added, and the reaction vessel stirred for 18 hours, after which the combination is diluted with dichloromethane (200 mL). The solids are removed, washed, and recombined with the washing residue and subsequently purified as described in Example 1 to give crystallized (20S)-20-hydroxymethyl-4-nitropregn-4-en-3-one.

후처리

  1. temperatureat reflux temperature for 60 minutes under an argon atmosphere
  2. customThe solids are removed
  3. washwashed
  4. customsubsequently purified
  5. customto give
  6. customcrystallized (20S)-20-hydroxymethyl-4-nitropregn-4-en-3-one

출처 및 근거

ORD 기록
ord-af4e2c58ce77416b821731c998f42c80
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750744

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