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Acetic Acid → HCID 68729360, 화합물

HRID 1182888
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HRID 1182888 반응식
[CH3:1][C@:2]12[CH2:19][CH2:18][C@H:17]3[C@@H:7]([CH2:8][CH:9]=[C:10]4[C@:15]3([CH3:16])[CH2:14][CH2:13][C:12](=[O:20])[CH2:11]4)[C@@H:6]1[CH2:5][CH2:4][C:3]2=[O:21].[CH3:22][C:23]([OH:25])=[O:24]>C1(C)C=CC=CC=1>[C:23]([O:25][C@@H:11]1[C:12](=[O:20])[CH2:13][CH2:14][C@@:15]2([CH3:16])[C:10]1=[CH:9][CH2:8][C@@H:7]1[C@@H:17]2[CH2:18][CH2:19][C@@:2]2([CH3:1])[C@H:6]1[CH2:5][CH2:4][C:3]2=[O:21])(=[O:24])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 160531Androst-5-ene-3,17-dione

생성물 1

HCID 68729360HCID 68729360, 화합물수율 25%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of androst-5-ene-3,17-dione (2.00 g) in toluene (10 ml) at 15° C., AcOH (10 ml) and LTA (3.40 g) were added. After stirring for 2 h, the mixture was warmed to RT and stirred for 24 h. The reaction was quenched by addition of H2O and extracted three times with EtOAc. The combined organic extracts were washed with H2O, brine, dried over Na2SO4, and evaporated to dryness. The crude product was purified by triturating with a 1:1 mixture of n-hexane:EtOAc (3 ml) to give 4α-acetoxyandrost-5-ene-3,17-dione (600 mg, 25%).

후처리

  1. stirringstirred for 24 h
  2. customThe reaction was quenched by addition of H2O
  3. extractionextracted three times with EtOAc
  4. washThe combined organic extracts were washed with H2O, brine
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness
  7. customThe crude product was purified
  8. customby triturating with a 1:1 mixture of n-hexane

출처 및 근거

ORD 기록
ord-a2ef1727089a4a76ade5b246c44b5da4
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664210B2

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