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Hydrochloric Acid → 13-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17-one

HRID 1077221
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HRID 1077221 반응식
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:23]2[C@H:9]3[CH2:10][CH2:11][C@@:12]4([CH2:21][CH3:22])[C@H:16]([C@@H:8]3[CH2:7][CH:6]([CH3:26])[C:5]=2[CH:4]=1)[CH2:15][CH2:14][C:13]14OCC[O:17]1.Cl>CO>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:23]2[C@H:9]3[CH2:10][CH2:11][C@@:12]4([CH2:21][CH3:22])[C@H:16]([C@@H:8]3[CH2:7][CH:6]([CH3:26])[C:5]=2[CH:4]=1)[CH2:15][CH2:14][C:13]4=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68144627HCID 68144627, 화합물

생성물 1

HCID 6814340513-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17-one수율 92.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Suspend the foregoing dl-3-methoxy-17,17-ethylenedioxy-6-methyl-13-ethylgona-1,3,5(10)-triene (9.0 g) in methanol (200 cc) and concentrated hydrochloric acid (5.0 cc) and heat on the steam bath for 15 minutes. Remove the solvent under vacuum, partition the residue between ether and aqueous sodium bicarbonate and isolate the product. Recrystallize from methanol to obtain the dl-3-methoxy-6-methyl-13-ethylgona-1,3,5(10)-trien-17-one (7.29 g), m.p. 115°-123°C. Recrystallize a small portion to obtain an analytical sample, m.p. 123°-127°C, λ max. EtOH 280 mμ, λ max. KBr 5.75 μ.

후처리

  1. customRemove the solvent under vacuum
  2. custompartition the residue between ether and aqueous sodium bicarbonate
  3. customisolate the product
  4. customRecrystallize from methanol

출처 및 근거

ORD 기록
ord-cf615ce15fb9475a99bcb988353ee500
출처 데이터셋
uspto-grants-1976_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03959322

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