Benzaldehyde → HCID 67773638, 화합물

HRID 1963076노트

반응식

HRID 1963076 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH2:9][N+:10]([O-:12])=[O:11])[C:3]=1[CH3:13].[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1.C(N)CCC.C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([N+:10]([O-:12])=[O:11])=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:3]=1[CH3:13]

참가 물질

6

반응물 2

HCID 240Benzaldehyde2회HCID 677734531-Fluoro-2-methyl-3-(2-nitroethyl)benzene

생성물 1

HCID 67773638HCID 67773638, 화합물수율 81.1%

시약·촉매·용매 3

HCID 176Acetic Acid촉매2회HCID 8007Butylamine촉매2회HCID 1140Toluene용매

실험 절차

The compound of step 2 (17.951 g, 98 mmol), benzaldehyde (10.43 ml, 102.90 mmol), n-butylamine (0.49 ml, 4.90 mmol) and acetic acid (0.28 ml, 4.90 mmol) in 49 ml of toluene were heated at 180° C. in a Dean-Stark apparatus for 6 h. After cooling to room temperature, the mixture was evaporated to dryness under reduced pressure. The residue was taken up in 49 ml of toluene, benzaldehyde (10.43 ml, 102.90 mmol), n-butylamine (0.49 ml, 4.90 mmol) and acetic acid (0.28 ml, 4.90 mmol) were added, and the mixture was heated at 180° C. in a Dean-Stark apparatus for 3 h. After cooling to room temperature, the mixture was evaporated to dryness under reduced pressure. The residue was triturated with 25 ml of diethyl ether/pentane (1:1). The solid was filtered off, rinsed with cyclohexane, and dissolved in 75 ml of DCM. The solution was dried with magnesium sulfate and evaporated to dryness to give 21.57 g of the title compound as a yellow solid melting at 111-112° C.

후처리

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. temperaturethe mixture was heated at 180° C. in a Dean-Stark apparatus for 3 h
  3. temperatureAfter cooling to room temperature
  4. customthe mixture was evaporated to dryness under reduced pressure
  5. customThe residue was triturated with 25 ml of diethyl ether/pentane (1:1)
  6. filtrationThe solid was filtered off
  7. washrinsed with cyclohexane
  8. dissolutiondissolved in 75 ml of DCM
  9. dry with materialThe solution was dried with magnesium sulfate
  10. customevaporated to dryness

출처 및 근거

ORD 기록
ord-4a38a2672334485fb2cce25f11166507
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415336B2

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