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

HRID 1634249ノート

反応式

HRID 1634249 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1f704998465f455ebffc5809c9a41686
出典データセット
uspto-grants-2003_01
特許番号
US06506778B2

反応ノート

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