Water → 3-[(Tert-butoxycarbonyl-methyl-amino)-methyl]-benzoic acid

HRID 901947

反応式

HRID 901947 の反応式
O.[OH-].[Li+].O.[CH3:5][N:6]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([O:23]C)=[O:22])[CH:16]=1)[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10]>O1CCOCC1>[C:21]([C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[CH2:14][N:6]([CH3:5])[C:7](=[O:13])[O:8][C:9]([CH3:11])([CH3:12])[CH3:10])([OH:23])=[O:22]

参加物

5

反応物 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 59700597Methyl 3-(((tert-butoxycarbonyl)(methyl)amino)methyl)benzoate

生成物 1

HCID 224502433-[(Tert-butoxycarbonyl-methyl-amino)-methyl]-benzoic acid収率 95%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Lithium hydroxide monohydrate (420 mg, 10 mmol) and water (15 ml) were added to a solution of tert-butyl N-methyl-N-(3-(methyloxycarbonyl)benzyl)carbamate (1.6 g, 5.6 mmol) in dioxan (20 ml) and the mixture was stirred for 2 h. The dioxan was removed in vacuo and the residue was taken up in 0.3N potassium hydrogen sulphate. The mixture was extracted with ethyl acetate and the organic phase was washed with water and brine, dried and reduced to afford tert-butyl N-(3-carboxybenzyl)-N-methylcarbamate (1.4 g, 95%).

後処理

  1. customThe dioxan was removed in vacuo
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe organic phase was washed with water and brine
  4. customdried

出典と根拠

ORDレコード
ord-bfed7b5070074d4db80fec8494a809e6
出典データセット
uspto-grants-2008_04
特許番号
US07365065B2

関連ノート

読み込み中…