Hydrochloric Acid → 1-(3,4-Dimethoxyphenyl)-2-nitro-6-cyano-6-(prop-2-yl)-6-(3,4-dimethoxyphenyl)hexane

HRID 979378

反応式

HRID 979378 の反応式
C(O[CH:5]([CH2:21][CH2:22][C:23]([C:37]#[N:38])([CH:34]([CH3:36])[CH3:35])[C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([O:32][CH3:33])[CH:25]=1)[CH:6]([N+:18]([O-:20])=[O:19])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)(=O)C.[BH4-].[Na+].Cl.O>C(O)(C)C>[CH3:17][O:16][C:10]1[CH:9]=[C:8]([CH2:7][CH:6]([N+:18]([O-:20])=[O:19])[CH2:5][CH2:21][CH2:22][C:23]([C:37]#[N:38])([CH:34]([CH3:36])[CH3:35])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([O:32][CH3:33])[CH:25]=2)[CH:13]=[CH:12][C:11]=1[O:14][CH3:15]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 13745755O-acetyl-1-(3,4-dimethoxyphenyl)-2-nitro-6-cyano-6-(i-propyl)-6-(3,4-dimethoxyphenyl)hexan-3-ol

生成物 1

HCID 137457561-(3,4-Dimethoxyphenyl)-2-nitro-6-cyano-6-(prop-2-yl)-6-(3,4-dimethoxyphenyl)hexane

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

The reaction mixture containing 1-(3,4-dimethoxyphenyl)-2-nitro-3-acetoxy-6-cyano-6-(i-propyl)-6-(3,4-dimethoxyphenyl)hexane (9) prepared in Preparation 7(A) was cooled to room temperature and diluted with isopropanol (350 mL). Solid NaBH4 (15 g, 0.4 mol) was added over 15 minutes at 25° C. The mixture was then heated to reflux (about 40° C.) for 15 hours, then cooled to 5° C. A solution of 10% HCl (30 mL) was slowly added, followed by water (100 mL). The organic layer was extracted, washed with saturated aqueous NH4Cl (200 mL), and saturated aqueous NaHCO3 (200 mL). The organic layer was evaporated to yield 1-(3,4-dimethoxyphenyl)-2-nitro-6-cyano-6-(i-propyl)-6-(3,4-dimethoxyphenyl)hexane (10, 58.7 g, m.p. 107°-110° C., MS m/e 470(M+)) as a pale yellow solid.

後処理

  1. temperatureThe mixture was then heated
  2. temperatureto reflux (about 40° C.) for 15 hours
  3. temperaturecooled to 5° C
  4. extractionThe organic layer was extracted
  5. washwashed with saturated aqueous NH4Cl (200 mL), and saturated aqueous NaHCO3 (200 mL)
  6. customThe organic layer was evaporated

出典と根拠

ORDレコード
ord-25b54243d1ec4a07be8f05efb884ced9
出典データセット
uspto-grants-1987_05
特許番号
US04667038

関連ノート

読み込み中…