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Water → 1-(4-Chloro-2-formyl-phenoxymethyl)-cyclopropanecarbonitrile

HRID 504528
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HRID 504528 반응식
[C:1]([C:3]1([CH2:6]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:5][CH2:4]1)#[N:2].[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([OH:27])=[C:23]([CH:26]=1)[CH:24]=[O:25].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C.CCOC(C)=O>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([O:27][CH2:6][C:3]2([C:1]#[N:2])[CH2:5][CH2:4]2)=[C:23]([CH:24]=[O:25])[CH:26]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 22028201(1-Cyanocyclopropyl)methyl 4-methylbenzenesulfonate

생성물 1

HCID 577501451-(4-Chloro-2-formyl-phenoxymethyl)-cyclopropanecarbonitrile

시약·촉매·용매 2

HCID 6228Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of the crude toluene-4-sulfonic acid 1-cyano-cyclopropylmethyl ester in DMF (30 mL) was added 5-chloro-2-hydroxy-benzaldehyde (5.9 g, 38 mmol) and K2CO3 (10.5 g, 76 mmol) slowly. The reaction mixture was placed in a sealed tube and irradiated by microwave reactor at 75° C. for 30 min. After cooled to room temperature, the mixture was poured into water. The solution was diluted with EtOAc (200 mL), washed with water, dried and concentrated to give the title compound as a black oil (4.76 g). The oil was used for next step reaction directly without further purification.

후처리

  1. customThe reaction mixture was placed in a sealed tube
  2. customirradiated by microwave reactor at 75° C. for 30 min
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a0235571d0f3488a98e5788f096107ce
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07776875B2

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