Hydrochloric Acid → 7-(benzyloxy)-1H-indole-2-carboxylic acid

HRID 1762941ノート

反応式

HRID 1762941 の反応式
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:5])C.[OH-].[Na+].Cl>O1CCCC1.CO>[CH2:16]([O:15][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:8]=1[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:14]2)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13242189Ethyl 7-(benzyloxy)-1h-indole-2-carboxylate

生成物 1

HCID 132421927-(benzyloxy)-1H-indole-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 7-benzyloxyindole-2-carboxylic acid ethyl ester in 600 ml of tetrahydrofuran and 200 ml of methanol is combined with 500 ml of 2N sodium hydroxide solution and stirred for 3 hours at room temperature. The reaction mixture is then acidified under ice cooling with 10% hydrochloric acid and extracted twice with ethyl acetate. The combined organic phases are dried, treated with active carbon, and concentrated. The residue is recrystallized from toluene, thus producing 35 g of 7-benzyloxyindole-2-carboxylic acid, mp 166°-168° C.

後処理

  1. extractionextracted twice with ethyl acetate
  2. customThe combined organic phases are dried
  3. additiontreated with active carbon
  4. concentrationconcentrated
  5. customThe residue is recrystallized from toluene

出典と根拠

ORDレコード
ord-0683743783254d79b789438005c81107
出典データセット
uspto-grants-1989_05
特許番号
US04835175

反応ノート

読み込み中…