Ethanol → Ipriflavone

HRID 1605174

반응식

HRID 1605174 반응식
O[C:2]1[CH:7]=C(OC(C)C)C=C[C:3]=1[CH:12]([C:19]([CH:21](C1C=CC(OC(C)C)=CC=1O)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20])C1C=CC=CC=1.[CH:39]([O-])([O-])[O:40][CH2:41][CH3:42].N1CCOC[CH2:46]1.[CH2:51]([OH:53])[CH3:52]>CN(C)C=O>[CH:51]([O:53][C:7]1[CH:42]=[C:41]2[C:12]([C:19](=[O:20])[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:39][O:40]2)=[CH:3][CH:2]=1)([CH3:46])[CH3:52]

참가 물질

6

반응물 4

HCID 702EthanolHCID 8083MorpholineHCID 53630039EthylorthoformateHCID 542779182-Hydroxy-4-isopropyloxy-phenyl-benzyl ketone

생성물 1

HCID 3747Ipriflavone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

27 g of 2-hydroxy-4-isopropyloxy-phenyl-benzyl ketone, 22 g of ethyl orthoformate and 5 g of morpholine are boiled for 8 hours in 200 ml of dimethyl formamide. The ethanol formed during the reaction is removed through a fraction head. Then the major part of solvent is distilled off in vacuum and the residue is diluted with dilute aqueous hydrochloric acid. The crude product is filtered and recrystallized from acetone, yielding 24 g of 7-isopropyloxy-isoflavone of m.p. 115°-117°C.

후처리

  1. customis removed through a fraction head
  2. distillationThen the major part of solvent is distilled off in vacuum
  3. additionthe residue is diluted with dilute aqueous hydrochloric acid
  4. filtrationThe crude product is filtered
  5. customrecrystallized from acetone

출처 및 근거

ORD 기록
ord-9195dddb56f746f8a95ceb80bded6348
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03949085

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