Benzaldehyde → HCID 67773638、化合物

HRID 1963076ノート

反応式

HRID 1963076 の反応式
[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]

参加物

6

反応物 2

HCID 240Benzaldehyde2 回HCID 677734531-Fluoro-2-methyl-3-(2-nitroethyl)benzene

生成物 1

HCID 67773638HCID 67773638、化合物収率 81.1%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒2 回HCID 8007Butylamine触媒2 回HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4a38a2672334485fb2cce25f11166507
出典データセット
uspto-grants-2013_04
特許番号
US08415336B2

反応ノート

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