4-Aminobenzaldehyde → 2-(4-Amino-benzylidene)-6-isopropyl-3-methyl-cyclohexanone

HRID 12935

반응식

HRID 12935 반응식
[CH:1]([CH:4]1[C:9](=[O:10])[C:8](=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]=CC3C=CC(OCCC)=CC=3)=[CH:14][CH:13]=2)[CH:7]([CH3:30])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].C[C@H]1CC(=O)[C@H](C(C)C)CC1.NC1C=CC(C=O)=CC=1.[OH-].[K+]>CS(C)=O.O.C(OCC)(=O)C>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([CH:11]=[C:8]2[CH:7]([CH3:30])[CH2:6][CH2:5][CH:4]([CH:1]([CH3:2])[CH3:3])[C:9]2=[O:10])=[CH:17][CH:16]=1

참가 물질

8

반응물 4

HCID 111584-AminobenzaldehydeHCID 14797Potassium HydroxideHCID 26447MenthoneHCID 28510996-Isopropyl-3-methyl-2-{4-[(4-propoxy-benzylidene)-amino]-benzylidene}-cyclohexanone3회

생성물 1

HCID 50230232-(4-Amino-benzylidene)-6-isopropyl-3-methyl-cyclohexanone

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A compound having general Formula 3, exemplified by 6-Isopropyl-3-methyl-2-{4-[(4-propoxy-benzylidene)-amino]-benzylidene}-cyclohexanone (Compound 3; FIG. 1) can be prepared as follows. A solution of menthone (154 mg, 1.0 mmol) and 4-aminobenzaldehyde (121 mg, 1.0 mmol) in dimethylsulfoxide is treated with potassium hydroxide (56 mg, 1.0 mmol). The reaction is stirred until no futher reaction occurs. The reaction mixture is poured into ethyl acetate and water. The organic phase is collected, dried and concentrated to give 2-(4-Amino-benzylidene)-6-isopropyl-3-methyl-cyclohexanone. The 2-(4-Amino-benzylidene)-6-isopropyl-3-methyl-cyclohexanone is dissolved in dichloromethane and treated with 4-propoxybenzaldehyde (164 mg, 1.0 mmol) and anhydrous Na2SO4. The reaction mixture is stirred until no further reaction occurs. The reaction mixture is filtered and concentrated to give the title compound.

후처리

  1. customcan be prepared
  2. customThe organic phase is collected
  3. customdried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-36bc0f6536184b72bdf9a287f7b6fe07
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728034B2

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