Acetic Acid → HCID 86741443, 화합물

HRID 543023노트

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HRID 543023 반응식
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[O:6]=[C:7]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])CP(=O)([O-])[O-].[C:24]([O:27][C@H:28]1[CH2:33][CH2:32][C@H:31]2[C@H:34]3[C@H:43]([CH2:44][CH2:45][C@:29]12[CH3:30])[C:42]1[CH:41]=[CH:40][C:39]([O:46][C:47](=[O:54])[C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)=[CH:38][C:37]=1[CH2:36][C@H:35]3CCC=O)(=[O:26])[CH3:25].C(O)(=O)C>CCCCCC.O1CCCC1>[C:24]([O:27][C@H:28]1[CH2:33][CH2:32][C@H:31]2[C@H:34]3[C@H:43]([CH2:44][CH2:45][C@:29]12[CH3:30])[C:42]1[CH:41]=[CH:40][C:39]([O:46][C:47](=[O:54])[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=2)=[CH:38][C:37]=1[CH2:36][C@H:35]3[CH2:4][CH2:3][CH:2]=[CH:1][C:7](=[O:6])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:26])[CH3:25]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 20206901HCID 20206901, 화합물HCID 86741444HCID 86741444, 화합물HCID 178418339Butyllithium

생성물 1

HCID 86741443HCID 86741443, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

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온도
-70 °C

실험 절차

n-Butyl-lithium (0.341 ml. of a 1.6 molar solution in hexane) was added to a stirred solution of 2-oxotridecylphosphonate (0.193 g.) in tetrahydrofuran (10 ml.) which was maintained at -70° C. and the mixture was stirred at that temperature for 40 minutes. A solution of 3-(17β-acetoxy-3-benzoyloxyoestra-1,3,5(10)-trien-7α-yl)propionaldehyde (Example 3; 0.2 g.) in tetrahydrofuran (10 ml.) was added and the mixture was allowed to warm up to laboratory temperature and was stirred at that temperature for 4.5 hours. Acetic acid was added until the mixture was acidic and the mixture was evaporated to dryness. Water (10 ml.) was added and the mixture was extracted three times with ethyl acetate (30 ml. each time). The combined extracts were washed with water, dried and evaporated to dryness and there was thus obtained as residual oil 1-(17β-acetoxy-3-benzoyloxyoestra-1,3,5(10)-trien-7α-yl)hexadec-3-en-5-one.

후처리

  1. temperatureto warm up to laboratory temperature
  2. stirringwas stirred at that temperature for 4.5 hours
  3. customthe mixture was evaporated to dryness
  4. additionWater (10 ml.) was added
  5. extractionthe mixture was extracted three times with ethyl acetate (30 ml
  6. washThe combined extracts were washed with water
  7. customdried
  8. customevaporated to dryness and there

출처 및 근거

ORD 기록
ord-580000efe708484dae508ec6c63cbafd
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659516

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