Hydrochloric Acid → N-(2-Hydroxy-4-octyloxy-phenyl)-2,2,2-trifluoro-acetamide

HRID 18447

反応式

HRID 18447 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:15])[C:11]([F:14])([F:13])[F:12].C([O-])([O-])=O.[K+].[K+].Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].Cl>CN(C=O)C>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:15])[C:11]([F:12])([F:13])[F:14]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 18454996N-(2,4-dihydroxyphenyl)-2,2,2-trifluoro-acetamide

生成物 1

HCID 58685869N-(2-Hydroxy-4-octyloxy-phenyl)-2,2,2-trifluoro-acetamide収率 82.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-(2,4-dihydroxy phenyl)-2,2,2-trifluoro-acetamide (0.44 g; 2 mmol) in DMF (4 mL) was added K2CO3 and 1-bromooctane (0.37 mL; 2.1 mmol). The slurry was stirred for 2 days at room temperature, poured onto 0.1 M HCl (aq.; 50 mL) and then extracted with diethylether (30 mL). The organic phase was dried (MgSO4), filtered and the eluate evaporated to leave 550 mg of black solid which was purified by chromatography (SiO2; PE80-100° C./EtOAc=4:1) to leave 100 mg (15%) of a pure white solid. Mp. 114-116° C.; MS (GC-MS; Cl): 334 (MH+).

後処理

  1. extractionextracted with diethylether (30 mL)
  2. dry with materialThe organic phase was dried (MgSO4)
  3. filtrationfiltered
  4. customthe eluate evaporated

出典と根拠

ORDレコード
ord-4ee9517eb9ec420cb4980422cdb446dd
出典データセット
uspto-grants-2010_06
特許番号
US07741352B2

関連ノート

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