HCID 86615013、化合物 → 5-(1-Hydroxyethyl)-N-methyl-N-propyl-isophthalamic acid ethyl ester

HRID 732565ノート

反応式

HRID 732565 の反応式
[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:17]=[C:16]([CH:18]=[O:19])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)[CH3:2].[CH3:21][Mg]Br>C1COCC1>[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:17]=[C:16]([CH:18]([OH:19])[CH3:21])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)[CH3:2]

参加物

4

反応物 2

HCID 86615013HCID 86615013、化合物HCID 178418573HCID 178418573、化合物

生成物 1

HCID 688153185-(1-Hydroxyethyl)-N-methyl-N-propyl-isophthalamic acid ethyl ester収率 59.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Treat a solution of 5-formyl-N-methyl-N-propyl-isophthalamic acid ethyl ester (400 mg, 1.44 mmol) in THF (10 mL) at 0° C. with methylmagnesium bromide (3.0 M in diethyl ether, 0.58 mL, 1.73 mmol). Stir at 0° C. for 1 h and quench with saturated aqueous ammonium chloride solution. Extract with ethyl acetate (100 mL), dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 40:60 to 70:30 ethyl acetate:hexanes) to give the title compound (250 mg, 59%).

後処理

  1. customquench with saturated aqueous ammonium chloride solution
  2. extractionExtract with ethyl acetate (100 mL)
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate
  5. custompurify
  6. wash(silica gel chromatography, eluting with 40:60 to 70:30 ethyl acetate:hexanes)

出典と根拠

ORDレコード
ord-a35ab8fdb5864cc8bc7a88fbac9f2a5d
出典データセット
uspto-grants-2009_09
特許番号
US07585885B2

反応ノート

読み込み中…