1,8-Diazabicyclo(5.4.0)undec-7-ene → E-4-Pentyloxy-1-[4-(1-imidazolylmethyl)phenyl]but-1-en-3-one

HRID 978413ノート

反応式

HRID 978413 の反応式
[O:1]=[C:2]([CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:3]P(OC)(=O)OC.[NH:17]1[CH:21]=[CH:20][N:19]=[C:18]1[CH2:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1.C1CCN2C(=NCCC2)CC1>C(COC)OC>[CH2:12]([O:11][CH2:10][C:2](=[O:1])/[CH:3]=[CH:27]/[C:26]1[CH:25]=[CH:24][C:23]([CH2:22][C:18]2[NH:19][CH:20]=[CH:21][N:17]=2)=[CH:30][CH:29]=1)[CH2:13][CH2:14][CH2:15][CH3:16]

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 13590432Dimethyl 2-oxo-3-pentyloxypropanephosphonateHCID 867414844-(1-Imidazolylmethyl)benzaldehyde

生成物 1

HCID 86741483E-4-Pentyloxy-1-[4-(1-imidazolylmethyl)phenyl]but-1-en-3-one

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

2 g (7.93 mmol) of dimethyl 2-oxo-3-pentyloxypropanephosphonate, 1.7 g (9.13 mmol) of 4-(1-imidazolylmethyl)benzaldehyde and 1.33 g (8.74 mmol) of DBU were stirred in 150 ml of dimethoxyethane at room temperature for 31 h. The mixture was filtered through silica gel and the solvent was removed from the filtrate in vacuo. Chromatography on silica gel (chloroform/methanol/25% aqueous NH3 =20/1/0.2) produced 1.5 g (4.80 mmol, 60%) as a yellowish oil which solidified in the refrigerator, melting point 35°-36° C.

後処理

  1. filtrationThe mixture was filtered through silica gel
  2. customthe solvent was removed from the filtrate in vacuo
  3. customChromatography on silica gel (chloroform/methanol/25% aqueous NH3 =20/1/0.2) produced 1.5 g (4.80 mmol, 60%) as a yellowish oil which

出典と根拠

ORDレコード
ord-bcb062ab8c9a428d8fb8f11a8dea4f19
出典データセット
uspto-grants-1987_05
特許番号
US04665080

反応ノート

読み込み中…