Boron trifluoride etherate → HCID 86615014、化合物

HRID 1436683ノート

反応式

HRID 1436683 の反応式
B(F)(F)F.CCOCC.[CH3:10][O:11][C:12](=[O:34])[C:13]1[CH:25]=[C:24]([C:26](=O)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:23]=[C:15]([C:16]([N:18]([CH3:22])[CH2:19][CH2:20][CH3:21])=[O:17])[CH:14]=1.[CH2:35]([SH:39])[CH2:36][CH2:37][SH:38]>ClCCl>[CH3:10][O:11][C:12](=[O:34])[C:13]1[CH:25]=[C:24]([C:26]2([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[S:39][CH2:35][CH2:36][CH2:37][S:38]2)[CH:23]=[C:15]([C:16]([N:18]([CH3:22])[CH2:19][CH2:20][CH3:21])=[O:17])[CH:14]=1

参加物

5

反応物 3

HCID 8000Boron trifluoride etherateHCID 80131,3-PropanedithiolHCID 68814475HCID 68814475、化合物

生成物 1

HCID 86615014HCID 86615014、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Add boron trifluoride diethyl etherate (0.358 mL, 2.83 mmol) to a solution of 5-benzoyl-N-methyl-N-propyl-isophthalamic acid methyl ester (0.192 g, 0.566 mmol) in dichloromethane (3 mL) at 0° C. Add 1,3-propanedithiol (0.114 mL, 1.12 mmol). Stir at room temperature overnight. Partition between water (20 mL) and dichloromethane (20 mL) and extract the aqueous layer with dichloromethane (20 mL). Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 30:70 ethyl acetate:hexanes) to give the title compound (51%).

後処理

  1. customPartition between water (20 mL) and dichloromethane (20 mL)
  2. extractionextract the aqueous layer with dichloromethane (20 mL)
  3. dry with materialDry (magnesium sulfate)
  4. concentrationconcentrate
  5. custompurify
  6. wash(silica gel chromatography, eluting with 30:70 ethyl acetate:hexanes)

出典と根拠

ORDレコード
ord-7a375fd892a14dfb8400bd4f1f7486c5
出典データセット
uspto-grants-2009_11
特許番号
US07618978B2

反応ノート

読み込み中…