Dimethylformamide → HCID 23153963, 화합물

HRID 1175789노트

반응식

HRID 1175789 반응식
[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]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 312444-Methoxybenzaldehyde2회HCID 5049666Sodium triacetoxyborohydride2회HCID 12016998methyl 2-amino-4-isopropoxy-5-methoxybenzoate

생성물 1

HCID 23153963HCID 23153963, 화합물수율 99.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-87c8a739e70b46b8b8f63476d6b171f5
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842701B2

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