Lithium Hydroxide → 8-(Aminomethyl)naphthalene-2-carboxylic acid

HRID 1417909ノート

反応式

HRID 1417909 の反応式
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH:11]=[C:10]([C:13]([O:15]C)=[O:14])[CH:9]=[CH:8]2.[OH-].[Li+]>O1CCCC1>[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[CH:11]=[C:10]([C:13]([OH:15])=[O:14])[CH:9]=[CH:8]2

参加物

4

反応物 2

HCID 3939Lithium Hydroxide2 回HCID 14731550Methyl 8-(aminomethyl)naphthalene-2-carboxylate

生成物 1

HCID 147565638-(Aminomethyl)naphthalene-2-carboxylic acid収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 8-aminomethyl-2-naphthoate (0.75 g, 0.0035 mol) in dry tetrahydrofuran (50 mL), cooled to 0° C., was added a solution of lithium hydroxide (0.5M, 5.83 mL). All was stirred at ambient temperature over 20 hours. Another aliquot of lithium hydroxide was added and all was stirred for an additional 20 hours. The solid was collected and the filtrate was evaporated to dryness under reduced pressure. The solids were triturated with diethyl ether to give 8-aminomethyl-2-naphthoic acid (0.67 g, 0.0033 mol, 95%) as a white solid. mp=223°-225° C.; 1H NMR (DMSO) d 8.6 (s, 1H), 8.1-7.9 (m, 1H), 7.8-7.7 (m, 4H), 7.55-7.5 (m, 1H), 7,45-7.35 (m, 2H), 4.2 (s, 2H).

後処理

  1. stirringall was stirred for an additional 20 hours
  2. customThe solid was collected
  3. customthe filtrate was evaporated to dryness under reduced pressure
  4. customThe solids were triturated with diethyl ether

出典と根拠

ORDレコード
ord-55094b53df5f4597b0e34c960d785126
出典データセット
uspto-grants-1999_03
特許番号
US05879657

反応ノート

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