Ammonium Chloride → HCID 14230309、化合物

HRID 35241ノート

反応式

HRID 35241 の反応式
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([O:26][CH3:27])=[C:19]([O:24][CH3:25])[CH:20]=3)[CH:15]2[CH3:28])=O)=[CH:7][CH:6]=1)(=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-:35].[NH4+]>O1CCCC1>[ClH:35].[OH:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([O:26][CH3:27])=[C:19]([O:24][CH3:25])[CH:20]=3)[CH:15]2[CH3:28])=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 21295810N-(4-acetoxyphenylacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline

生成物 1

HCID 14230309HCID 14230309、化合物収率 77%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of N-(4-acetoxyphenylacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline (33.0 g, 0.086 m) in 50 ml of tetrahydrofuran was added dropwise to a stirred suspension of lithium aluminum hydride (8.8 g, 0.233 m) in 500 ml dry tetrahydrofuran maintained under nitrogen. The mixture was stirred at ambient temperature for 24 hours, then cooled with an ice bath and carefully treated with 24 ml of a saturated ammonium chloride solution. The salts were removed by filtration, the filtrate dried over MgSO4 and evaporated on an aspirator to a pale yellow oil, 23.2 g (77% yield). The hydrochloride salt was prepared in 100 ml of 1:1 isopropanol:methanol and recrystallization and vacuum drying of the white solid gave 14.7 g of N-(4-hydroxyphenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline hydrochloride, m.p. 225°-226°.

後処理

  1. temperaturemaintained under nitrogen
  2. temperaturecooled with an ice bath
  3. customThe salts were removed by filtration
  4. dry with materialthe filtrate dried over MgSO4
  5. customevaporated on an aspirator to a pale yellow oil, 23.2 g (77% yield)
  6. custommethanol and recrystallization and vacuum
  7. customdrying of the white solid

出典と根拠

ORDレコード
ord-396c8990cc024b6a8c8fcc977e0f6b2a
出典データセット
uspto-grants-1988_08
特許番号
US04766131

反応ノート

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