Dimethylformamide dimethyl acetal → HCID 57732419、化合物

HRID 1365066ノート

反応式

HRID 1365066 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

HCID 57732419HCID 57732419、化合物

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-739cc7860f1b4969ac9766ee7c136ecf
出典データセット
uspto-grants-2011_02
特許番号
US07888503B2

反応ノート

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