3'-Hydroxy-3,4-methylenedioxy chalcone → 1-(3-Hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

HRID 426393

반응식

HRID 426393 반응식
C[O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=2)=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].OC1C=C(C=CC=1)C(=O)C=CC1C=CC2OCOC=2C=1>>[OH:21][C:17]1[CH:16]=[C:15]([C:13](=[O:14])[CH2:12][CH2:11][C:5]2[CH:6]=[CH:7][C:8]3[O:9][CH2:10][O:2][C:3]=3[CH:4]=2)[CH:20]=[CH:19][CH:18]=1

참가 물질

3

반응물 2

HCID 4662443'-Hydroxy-3,4-methylenedioxy chalconeHCID 27716663-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one

생성물 1

HCID 221289591-(3-Hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one수율 41%

실험 절차

Prepared in a similar manner as (7) from 3′-Hydroxy-3,4-methylenedioxy chalcone (6). Crystallization of crude material from EtOAc/hexanes afforded 4.10 g (41%) of white solids: 1H NMR (CDCl3, 300 MHz) 9.73 (s, 1H), 7.43 (d, J=7.8 Hz, 1H), 7.347.29 (m, 2H), 7.02 (dd, J=8.0 Hz, 1H), 6.88 (m, 1H), 6.80 (d, J=7.9 Hz, 1H), 6.71 (d, J=7.9 Hz, 1H), 5.96 (s, 2H), 3.26 (t, J=7.6 Hz, 2H), 2.84 (t, J=7.5 Hz, 2H); 13C NMR (CDCl3, 75 MHz) 199.4 158.0, 147.5, 145.7, 138.4, 135.4, 130.1, 121.5, 120.5, 119.3, 114.4, 109.2, 108.4, 101.0, 40.2, 29.7.

후처리

  1. customCrystallization of crude material from EtOAc/hexanes

출처 및 근거

ORD 기록
ord-4038bf5785c04d73bd62a6b150f2cb4c
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106191B2

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