Sodium Cyanide → 1-(3-Iodo-5-methoxy-4-propoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

HRID 1085632

반응식

HRID 1085632 반응식
[I:1][C:2]1[C:3]([O:12][CH2:13][CH2:14][CH3:15])=[C:4]([O:10][CH3:11])[CH:5]=[C:6]([CH:9]=1)[CH:7]=[O:8].[C-]#N.[Na+].CN(C)[CH2:21][CH2:22][C:23]([C:25]1[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[C:27]([O:35][CH3:36])[CH:26]=1)=[O:24]>CN(C=O)C>[I:1][C:2]1[C:3]([O:12][CH2:13][CH2:14][CH3:15])=[C:4]([O:10][CH3:11])[CH:5]=[C:6]([C:7](=[O:8])[CH2:21][CH2:22][C:23]([C:25]2[CH:26]=[C:27]([O:35][CH3:36])[C:28]([O:33][CH3:34])=[C:29]([O:31][CH3:32])[CH:30]=2)=[O:24])[CH:9]=1

참가 물질

5

반응물 3

HCID 8929Sodium CyanideHCID 4123063-(Dimethylamino)-1-(3,4,5-trimethoxyphenyl)propan-1-oneHCID 47701013-Iodo-5-methoxy-4-propoxybenzaldehyde

생성물 1

HCID 157180281-(3-Iodo-5-methoxy-4-propoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

A solution of 5-iodo 3-methoxy-4-n-propoxybenzaldehyde (26 g, 0.08 mol) in DMF (75 ml) was added over 15 minutes to a stirred solution of sodium cyanide (4 g, 0.08 mol) in DMF (100 ml) at 35° C. After stirring for 20 minutes, a solution of 3-dimethylamino-1-(3,4,5-trimethoxyphenyl)-1-propanone (18 g, 0.07 mol) in DMF (100 ml) was added over 0.5 hour. The mixture was stirred at 35° C. for 1 hour and kept at room temperature overnight. It was poured into ice-cold 20% hydrochloric acid (2 1), and the solid was filtered, dried by suction, and taken up in ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and the filtrate was evaporated to dryness. Crystallization from Et2O-hexane gave 1-(5-iodo-3-methoxy-4-n-propoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione, m.p. 120°-121° C.

후처리

  1. stirringThe mixture was stirred at 35° C. for 1 hour
  2. waitkept at room temperature overnight
  3. filtrationthe solid was filtered
  4. customdried by suction
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customthe filtrate was evaporated to dryness
  8. customCrystallization from Et2O-hexane

출처 및 근거

ORD 기록
ord-27d1b38fc75848e2af2e078b3e9a6f68
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05010100

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