Hydrochloric Acid → Hydrochloric Acid

HRID 2295502ノート

反応式

HRID 2295502 の反応式
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]

参加物

8

反応物 4

HCID 313Hydrochloric Acid2 回HCID 1140TolueneHCID 15913Trimethylphenylammonium hydroxideHCID 86739175(+/-)-5,6,6a,7-Tetrahydro-1-hydroxy-2,9,10-trimethoxy-5-methyl-4H-dibenz(de,g)isoquinoline trifluoro acetate

生成物 2

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7cdeea92364b4a4190b2ab20c6dddae3
出典データセット
uspto-grants-1984_01
特許番号
US04425350

反応ノート

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