Sodium Hydroxide → HCID 57733414、化合物

HRID 1920738

反応式

HRID 1920738 の反応式
C([O:3][C:4]([C:6]1[C:15]2[C:10](=[C:11]([CH3:16])[CH:12]=[CH:13][CH:14]=2)[C:9](=[O:17])[N:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:7]=1[CH3:24])=[O:5])C.[OH-].[Na+]>CS(C)=O.O>[CH3:24][C:7]1[N:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:9](=[O:17])[C:10]2[C:15]([C:6]=1[C:4]([OH:5])=[O:3])=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 577333143,8-Dimethyl-1-oxo-2-phenyl-1,2-dihydro-isoquinoline-4-carboxylic acid ethyl ester

生成物 1

HCID 57733414HCID 57733414、化合物収率 41.2%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

A solution of 3,8-dimethyl-1-oxo-2-phenyl-1,2-dihydro-isoquinoline-4-carboxylic acid ethyl ester (200 mg, 0.62 mmol) in DMSO (3 ml) and aqueous 1N NaOH (2 ml, 2 mmol) was heated under microwave irradiation at +120° C. for 20 min and diluted with water (30 ml). Uncharged impurities were extracted with diethyl ether (30 ml) and the aqueous solution was poured into ice (50 g) with aqueous 2M HCl (10 ml). The obtained precipitate was filtered, washed with water and dried in vacuo to give 75 mg of yellow solid. Yield 41%. LC-MS (m/z) 293.9 (MH+); tR=1.09. 1H NMR (500 MHz, DMSO-d6): 1.95 (s, 3H), 2.74 (s, 3H), 7.3 (d, 1H), 7.32 (d, 2H), 7.48 (two overlapping m, 2H), 7.55 (t, 2H), 7.62 (t, 1H), 13.42 (b, 1H).

後処理

  1. extractionwere extracted with diethyl ether (30 ml)
  2. additionthe aqueous solution was poured into ice (50 g) with aqueous 2M HCl (10 ml)
  3. filtrationThe obtained precipitate was filtered
  4. washwashed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-549ef66e534a4790bc3c0a51b41ae6ad
出典データセット
uspto-grants-2012_05
特許番号
US08173639B2

関連ノート

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