Ammonium Chloride → HCID 14230309, 화합물

HRID 35241노트

반응식

HRID 35241 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 14230309HCID 14230309, 화합물수율 77%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-396c8990cc024b6a8c8fcc977e0f6b2a
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766131

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