Hydrochloric Acid → Memantine

HRID 899575

反応式

HRID 899575 の反応式
Br[C:2]12[CH2:11][C:6]3([CH3:12])[CH2:7][CH:8]([CH2:10][C:4]([CH3:13])([CH2:5]3)[CH2:3]1)[CH2:9]2.[NH2:14]C(N)=O.Cl.[OH-].[Na+]>C(O)=O>[NH2:14][C:2]12[CH2:11][C:6]3([CH3:12])[CH2:7][CH:8]([CH2:10][C:4]([CH3:13])([CH2:5]3)[CH2:3]1)[CH2:9]2

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1176UreaHCID 14798Sodium HydroxideHCID 983171-Bromo-3,5-dimethyladamantane

生成物 1

HCID 4054Memantine

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
150 °C

実験手順

To 100 g of 1-bromo-3,5-dimethyl adamantane and 10 g of urea, adding 60 ml of anhydrous formic acid, heating to 150° C. and hold for 1 hour. Cooling to the room temperature and adding 95 ml of concentrated hydrochloric acid to hydrolyze at 100° C. for 1 hour. Adjusting with 30% sodium hydroxide solution until the solution becomes basic. Extracting with toluene twice, combining the organic layers and washing with water. Concentrating under reduced pressure to yield a limpid yellow solution as 1-amino-3,5-dimethyl adamantane crude. To the crude, adding 150 ml of ethanol and concentrated hydrochloric acid, heating to dissolve and crystallizing to yield white solid. Drying the solid and re-crystallizing with acetone to yield 61.7 g of pure Memantine Hydrochloride. The yield is 69.5% (GC 99.9%).

後処理

  1. temperatureCooling to the room temperature
  2. waitto hydrolyze at 100° C. for 1 hour
  3. extractionExtracting with toluene twice
  4. washwashing with water
  5. concentrationConcentrating under reduced pressure

出典と根拠

ORDレコード
ord-f12dbc547c5c43d4a0661fd5c2f21fb1
出典データセット
uspto-grants-2008_04
特許番号
US07355080B2

関連ノート

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