Dimethylformamide dimethyl acetal → HCID 57732419, 화합물

HRID 1365066노트

반응식

HRID 1365066 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH:11]([OH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>>[CH3:21][N:22]([CH3:24])/[CH:23]=[CH:9]/[C:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([CH:11]([OH:18])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:4]=1)=[O:10]

참가 물질

3

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 577324311-[4-Fluoro-3-(hydroxyphenylmethyl)phenyl]ethanone

생성물 1

HCID 57732419HCID 57732419, 화합물

실험 절차

A round-bottomed flask was charged with 1-{4-fluoro-3-[hydroxy(phenyl)methyl]phenyl}ethanone (140 mg) and dimethylformamide dimethylacetal (4 mL). The mixture was heated to reflux for 18 h then concentrated to dryness. The residue was taken up in minimal methylene chloride then added to rapidly stirring diethyl ether to induce a solid. The solids were collected on filter and washed with diethyl ether to provide (2E)-3-(dimethylamino)-1-{4-fluoro-3-[hydroxy(phenyl)methyl]phenyl}-2-propen-1-one as a white powder (60 mg). 8.09 (dd, 1H), 7.82 (m, 1H), 7.69 (d, 1H), 7.31 (m, 4H), 7.21 (m, 1H), 7.14 (dd, 1H), 6.06 (d, 1H), 5.94 (d, 1H), 5.75 (d, 1H), 3.14 (s, 3H), 2.88 (s, 3H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 18 h
  3. concentrationthen concentrated to dryness
  4. additionthen added to rapidly stirring diethyl ether
  5. customThe solids were collected
  6. filtrationon filter
  7. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-739cc7860f1b4969ac9766ee7c136ecf
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888503B2

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