Lithium hydroxide, monohydrate → 1-(cyanomethyl)-1H-indole-2-carboxylic acid

HRID 220625ノート

反応式

HRID 220625 の反応式
C([O:3][C:4]([C:6]1[N:7]([CH2:15][C:16]#[N:17])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])C.O[Li].O>C1COCC1.O>[C:16]([CH2:15][N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[C:6]1[C:4]([OH:5])=[O:3])#[N:17]

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 713238ethyl 1-(cyanomethyl)-1H-indole-2-carboxylate

生成物 1

HCID 64247931-(cyanomethyl)-1H-indole-2-carboxylic acid収率 70%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

To a solution of 1.0 eq. of 1-cyanomethyl-1H-indole-2-carboxylic acid ethyl ester in a mixture of THF/H2O ((9/1) was added LiOH.H2O (1.0 eq.) and the reaction mixture stirred 6 h at RT, acidified to pH2 and then partially concentrated until precipitation of the crude product which was filtered off and washed with Et2O and then dried to give the desired product as a light yellow solid (70%).

後処理

  1. concentrationpartially concentrated until precipitation of the crude product which
  2. filtrationwas filtered off
  3. washwashed with Et2O
  4. customdried

出典と根拠

ORDレコード
ord-8c61ffdcc24f480b9c83cf8ac5f2d901
出典データセット
uspto-grants-2012_06
特許番号
US08202993B2

反応ノート

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