Hydrochloric Acid → Hydrochloric Acid

HRID 2295502노트

반응식

HRID 2295502 반응식
F[C:2](F)(F)C(O)=O.[OH:8][C:9]1[C:20]2=[C:21]3[CH:16]([CH2:17][C:18]4[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[CH:22][C:19]=42)[CH2:15][N:14]([CH3:30])[CH2:13][C:12]3=[CH:11][C:10]=1[O:31][CH3:32].C1(C)C=CC=CC=1.[OH-].C1([N+](C)(C)C)C=CC=CC=1.[ClH:51]>C(Cl)(Cl)Cl.CN(C)C=O>[CH3:2][O:8][C:9]1[C:20]2=[C:21]3[CH:16]([CH2:17][C:18]4[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[CH:22][C:19]=42)[CH2:15][N:14]([CH3:30])[CH2:13][C:12]3=[CH:11][C:10]=1[O:31][CH3:32].[ClH:51]

참가 물질

8

반응물 4

HCID 313Hydrochloric Acid2회HCID 1140TolueneHCID 15913Trimethylphenylammonium hydroxideHCID 86739175(+/-)-5,6,6a,7-Tetrahydro-1-hydroxy-2,9,10-trimethoxy-5-methyl-4H-dibenz(de,g)isoquinoline trifluoro acetate

생성물 2

HCID 313Hydrochloric AcidHCID 12802084(+/-)-5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-5-methyl-4H-dibenz(de,g)isoquinoline

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

실험 절차

2.2 g. (±)-5,6,6a,7-Tetrahydro-1-hydroxy-2,9,10-trimethoxy-5-methyl-4H-dibenz(de,g)isoquinoline trifluoro acetate (see Example 3) are dissolved in 10 ml. of a mixture of toluene and dimethylformamide (9:1 v/v) and methylated with phenyltrimethylammonium hydroxide in a manner analogous to that described in Example 7. When the reaction is finished, the reaction mixture is evaporated in a vacuum and the residue is partitioned between water and methylene chloride. The organic phase is worked up in the usual manner and the crude product obtained is converted, either directly or after previous chromatography on silica gel with chloroform as eluent, into the hydrochloride by treatment with ethanolic hydrochloric acid. Crystallisation from ethanol/diethyl ether gives (±)-5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-5-methyl-4H-dibenz(de,g)isoquinoline in the form of a yellow hydrochloride; m.p. 212°-225° C.

후처리

  1. customthe reaction mixture is evaporated in a vacuum
  2. customthe residue is partitioned between water and methylene chloride
  3. customthe crude product obtained
  4. customCrystallisation from ethanol/diethyl ether

출처 및 근거

ORD 기록
ord-7cdeea92364b4a4190b2ab20c6dddae3
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04425350

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