Sodium Hydroxide → 5,6-Dimethoxy-2-methyl-2,3-dihydro-1H-isoindole--hydrogen chloride (1/1)

HRID 704451ノート

反応式

HRID 704451 の反応式
Cl.[Cl:2][CH2:3][C:4]1[C:9]([CH2:10][NH:11][CH3:12])=[CH:8][C:7]([O:13][CH3:14])=[C:6]([O:15][CH3:16])[CH:5]=1.[OH-].[Na+]>[Cl-].C([N+](CCCCCCCC)(CCCCCCCC)C)CCCCCCC.C1C=CC=CC=1>[ClH:2].[CH3:16][O:15][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][C:7]=1[O:13][CH3:14])[CH2:10][N:11]([CH3:12])[CH2:3]2

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 20074345HCID 20074345、化合物

生成物 1

HCID 200743475,6-Dimethoxy-2-methyl-2,3-dihydro-1H-isoindole--hydrogen chloride (1/1)収率 7.8%

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 241Benzene溶媒

実験手順

23 g (0.1 mol) of N-(6-chloromethyl-3,4-dimethoxybenzyl)-methylamine hydrochloride was added at a temperature of from 15° to 18° C. to a suspension comprising 50 ml of a 50% sodium hydroxide aqueous solution, 230 ml of benzene and 1 ml of a 90% trioctylmethylammonium chloride aqueous solution over a period of 2 minutes. The mixture was stirred for 3 hours, and then the organic layer of the reaction solution was separated, washed with water and a saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and 50 ml of 6N hydrochloric acid was added to the residue. The mixture was again evaporated under reduced pressure to dryness. The crystalline residue was washed with ethanol to obtain 12.65 g (yield: 51.2%) of the above identified compound. From the filtrate, 1.8 g (yield: 7.8%) of secondary crystals were obtained. The total amount was 14.4 g (total yield: 63.1%). Melting point: 227° C. (decomposed)

後処理

  1. customof 2 minutes
  2. customthe organic layer of the reaction solution was separated
  3. washwashed with water
  4. dry with materiala saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure, and 50 ml of 6N hydrochloric acid
  6. additionwas added to the residue
  7. customThe mixture was again evaporated under reduced pressure to dryness
  8. washThe crystalline residue was washed with ethanol
  9. customto obtain 12.65 g (yield: 51.2%) of the

出典と根拠

ORDレコード
ord-aeaecf71afd441beb77e8abdd12b6875
出典データセット
uspto-grants-1991_01
特許番号
US04987235

反応ノート

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