Cesium carbonate → Hydrochloric Acid

HRID 1917061ノート

反応式

HRID 1917061 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([SH:9])=[CH:5][CH:4]=1.[ClH:10].[Cl:11][CH2:12][CH2:13][NH2:14].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[ClH:11].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:12][CH2:13][NH2:14])=[CH:5][CH:4]=1.[ClH:10]

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 127654-MethoxybenzenethiolHCID 97937372-Chloroethylamine hydrochloride

生成物 2

HCID 313Hydrochloric AcidHCID 122619332-(4-Methoxyphenylthio)ethanamine hydrochloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 4-methoxybenzenethiol (25 g), 2-chloroethylamine HCl (1.1 eq.) and Cs2CO3 (2.4 eq.) in DMF (200 mL) was stirred at 60° C. for 2 days. The solvents were removed by evaporation under reduced pressure and the crude product was dissolved in 300 mL of EtOAc. The organic phase was washed with H2O (2×50 mL) and concentrated under reduced pressure. The residue was dissolved in 200 mL 1N HCl and washed with EtOAc (2×50 ml). Evaporation of the aqueous phase gave the desired product as HCl salt and white solid. Yield: 34.8 g, 91%. (The free amine can be obtained by treatment of the salt with 1N NaOH).

後処理

  1. customThe solvents were removed by evaporation under reduced pressure
  2. dissolutionthe crude product was dissolved in 300 mL of EtOAc
  3. washThe organic phase was washed with H2O (2×50 mL)
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe residue was dissolved in 200 mL 1N HCl
  6. washwashed with EtOAc (2×50 ml)
  7. customEvaporation of the aqueous phase

出典と根拠

ORDレコード
ord-ac158d4c7cb5468b9f9057298d98ac1c
出典データセット
uspto-grants-2013_12
特許番号
US08618282B2

反応ノート

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