Hydrochloric Acid → HCID 18924114、化合物

HRID 1290547ノート

反応式

HRID 1290547 の反応式
[CH3:1][N:2]([CH3:28])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:27]=[CH:26][C:16]([O:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])=[CH:15][CH:14]=1.[OH-].[Na+].Cl>CO>[CH3:28][N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([O:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:26][CH:27]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18918492HCID 18918492、化合物

生成物 1

HCID 18924114HCID 18924114、化合物収率 60.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl 4-[4-[3-(4-dimethylaminopyrid-3-yl)propyloxy]phenoxy]butyrate (160 mg) in methanol (10 ml) was added sodium hydroxide solution (2.0 ml of 1.0M) and the solution left until all starting ester had disappeared (Tlc). The reaction mixture was neutralised with hydrochloric acid (2.0 ml) of 1.0M) and evaporated in vacuo. A small amount (5 ml) of water was added and the resulting solution extracted with dichloromethane (3×15 ml). The organic extracts were combined, dried (PS paper) and evaporated to yield the title compound as colourless prisms, (90 mg) m.p. 106°-108° C. (from ethyl acetate); NMR (d6DMSO) δ 1.8-2.1(2H,q;2H,q); 2.4(2H,t); 2.8(2H,t;6H,s); 3.9(2H,t;2H,t); 6.8(5H,m); 8.2(2H,d); m/e 359 (M+H)+ ; calculated for C20 H26N2O4 : C,67.0;H,7.3;N, 7.8; found: C,67.1;H,7.6;N, 7.7%.

後処理

  1. customevaporated in vacuo
  2. additionA small amount (5 ml) of water was added
  3. extractionthe resulting solution extracted with dichloromethane (3×15 ml)
  4. customdried (PS paper)
  5. customevaporated

出典と根拠

ORDレコード
ord-143e335f108f4811b5c1a2ab99e9bb91
出典データセット
uspto-grants-1998_05
特許番号
US05750754

反応ノート

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