Acetic Acid → HCID 9929531, 화합물

HRID 1290303노트

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HRID 1290303 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:34][N+:35]([O-])=[O:36])(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+:35]([O-:36])=[O:34])[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 15575Isopropyl 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 (1.70 g, 15 mM), (20S)-20-hydroxymethylpregn-4-en-3-one (1.65 g, 5mM) are mixed in tert-butanol and heated at reflux temperature, under argon atmosphere for 90 minutes. The combination is then cooled to room temperature and treated with one continuous portion of isopropylnitrate (0.51 mL, SmM). After 18 hours, the contents of the reaction vessel are acidified with 5 ml of acetic acid, and subsequently diluted with dichloromethane. The solids are then removed by filtration and further washed with additional dichloromethane. The filtrate and wash residue are purified as described in Example 1 to give a crystallized (20S)-20-hydroxymethyl-4-nitropregn-4 -en-3 -one.

후처리

  1. temperatureheated
  2. temperatureat reflux temperature
  3. waitAfter 18 hours
  4. customThe solids are then removed by filtration
  5. washfurther washed with additional dichloromethane
  6. washThe filtrate and wash residue
  7. customare purified

출처 및 근거

ORD 기록
ord-1b7dacb07bd1450da846a2899ede9602
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750744

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