Dimethylformamide → HCID 23153963、化合物

HRID 1175789ノート

反応式

HRID 1175789 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH:13]([CH3:15])[CH3:14])[C:9]([O:16][CH3:17])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1.CN(C)C=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(O)(=O)C>[CH:13]([O:12][C:10]1[C:9]([O:16][CH3:17])=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([NH:1][CH2:24][C:23]2[CH:26]=[CH:27][C:20]([O:19][CH3:18])=[CH:21][CH:22]=2)[CH:11]=1)([CH3:14])[CH3:15]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 312444-Methoxybenzaldehyde2 回HCID 5049666Sodium triacetoxyborohydride2 回HCID 12016998methyl 2-amino-4-isopropoxy-5-methoxybenzoate

生成物 1

HCID 23153963HCID 23153963、化合物収率 99.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of methyl 2-amino-4-isopropoxy-5-methoxybenzoate (12.67 g), 4-methoxybenzaldehyde (7.90 g), N,N-dimethylformamide (150 ml) and acetic acid (3 ml) was stirred for 8 hours. After stirring, the sodium triacetoxyborohydride (13.4 g) was added thereto. The reaction mixture was stirred for 1 night. To the reaction mixture was added 4-methoxybenzaldehyde (1.98 g) and sodium triacetoxyborohydride (3.35 g) and stirred for 1 day. The reaction mixture was concentrated under reduced pressure until the amount was concentrated to a half, adjusted to pH 8˜9 by adding 5% sodium carbonate. Water was added thereto, the precipitated solid was collected by filtration, washed with water and dried to obtain the target compound (18.9 g).

後処理

  1. stirringAfter stirring
  2. stirringThe reaction mixture was stirred for 1 night
  3. stirringstirred for 1 day
  4. concentrationThe reaction mixture was concentrated under reduced pressure until the amount
  5. concentrationwas concentrated to a half
  6. additionby adding 5% sodium carbonate
  7. additionWater was added
  8. filtrationthe precipitated solid was collected by filtration
  9. washwashed with water
  10. customdried

出典と根拠

ORDレコード
ord-87c8a739e70b46b8b8f63476d6b171f5
出典データセット
uspto-grants-2010_11
特許番号
US07842701B2

反応ノート

読み込み中…