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

HRID 376808

반응식

HRID 376808 반응식
[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

참가 물질

4

반응물 2

HCID 3939Lithium Hydroxide2회HCID 14731550Methyl 8-(aminomethyl)naphthalene-2-carboxylate

생성물 1

HCID 147565638-(Aminomethyl)naphthalene-2-carboxylic acid수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Part C--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 (0.5 M, 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).

후처리

  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

출처 및 근거

ORD 기록
ord-2cad2836343e484bb41e39c9e644633b
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022523

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