Benzyl Bromide → Benzyl 5-methyl-2-indolecarboxylate

HRID 844431

反応式

HRID 844431 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=[O:12])=[CH:5]2.C1CCN2C(=NCCC2)CC1.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C=O)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([O:13][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:12])=[CH:5]2

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2591885-methyl-1H-indole-2-carboxylic acid

生成物 1

HCID 22612640Benzyl 5-methyl-2-indolecarboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.43 g of 5-methyl-2-indolecarboxylic acid are dissolved in 15 ml of DMF; 2.11 g of DBU are added and the mixture is then left stirring for 1 hour at RT. 2.61 g of benzyl bromide are added dropwise and the mixture is then left stirring for 6 hours at RT. This mixture is concentrated under vacuum and the residue is taken up in EtOAc, washed with water, with saturated Na2CO3 solution, with sulphate buffer and then with saturated aqueous NaCl. It is dried over Na2SO4 and then concentrated. The residue crystallizes from pentane and 3.3 g of the expected compound are obtained: m.p.=150-152° C.

後処理

  1. waitthe mixture is then left
  2. waitthe mixture is then left
  3. stirringstirring for 6 hours at RT
  4. concentrationThis mixture is concentrated under vacuum
  5. washwashed with water, with saturated Na2CO3 solution, with sulphate buffer
  6. dry with materialIt is dried over Na2SO4
  7. concentrationconcentrated
  8. customThe residue crystallizes from pentane and 3.3 g of the expected compound
  9. customare obtained

出典と根拠

ORDレコード
ord-9b775c3404d04c898b6e568c3d3f402e
出典データセット
uspto-grants-2002_04
特許番号
US06380230B1

関連ノート

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