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

HRID 1828786

反応式

HRID 1828786 の反応式
[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

参加物

8

反応物 4

HCID 111584-AminobenzaldehydeHCID 14797Potassium HydroxideHCID 26447MenthoneHCID 28510996-Isopropyl-3-methyl-2-{4-[(4-propoxy-benzylidene)-amino]-benzylidene}-cyclohexanone3 回

生成物 1

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

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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 further 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.

後処理

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

出典と根拠

ORDレコード
ord-6810f3ece94f451fa569d6e48fb266a4
出典データセット
uspto-grants-2006_06
特許番号
US07060723B2

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