Water → Ethyl 6-(4-acetylamino-2,6-dichlorophenoxy)hexanoate

HRID 1634249노트

반응식

HRID 1634249 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:18][C:19]1[CH:20]=[C:21]([NH:27][C:28](=[O:30])[CH3:29])[CH:22]=[C:23]([Cl:26])[C:24]=1[OH:25].O>CC(C)=O>[C:28]([NH:27][C:21]1[CH:22]=[C:23]([Cl:26])[C:24]([O:25][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:19]([Cl:18])[CH:20]=1)(=[O:30])[CH3:29]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 117544Ethyl 6-bromohexanoateHCID 100821803',5'-Dichloro-4'-hydroxyacetanilide

생성물 1

HCID 18677764Ethyl 6-(4-acetylamino-2,6-dichlorophenoxy)hexanoate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

13.3 ml (74.9mmol) of ethyl 6-bromohexanoate and 52.1 g (160 mmol) of cesium carbonate were added to a solution of 15.0 g (68.1 mmol) of N-(3,5-dichloro-4-hydroxyphenyl)acetamide in 300 ml of acetone. The suspension was boiled under reflux for 8 hours, and then 600 ml of water were added. The mixture was extracted twice with 400 ml of dichloromethane and with 400 ml of MTB ether each time. The combined organic phases were washed with water and concentrated in a rotary evaporator. The product was employed in the next step without purification. Crude yield was 30 g.

후처리

  1. temperatureunder reflux for 8 hours
  2. extractionThe mixture was extracted twice with 400 ml of dichloromethane and with 400 ml of MTB ether each time
  3. washThe combined organic phases were washed with water
  4. concentrationconcentrated in a rotary evaporator
  5. customThe product was employed in the next step without purification

출처 및 근거

ORD 기록
ord-1f704998465f455ebffc5809c9a41686
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06506778B2

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