Triethylamine → HCID 178501230、化合物

HRID 75513

反応式

HRID 75513 の反応式
Cl.[CH3:2][O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([NH2:12])[CH2:8][CH2:7]1)=[O:5].C(N(CC)CC)C.[Cl:20][C:21]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:22]=1[C:23](Cl)=[O:24]>C1COCC1.O.C(OCC)(=O)C>[CH3:2][O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:23](=[O:24])[C:22]2[CH:26]=[C:27]([C:30]([F:31])([F:32])[F:33])[CH:28]=[CH:29][C:21]=2[Cl:20])[CH2:8][CH2:7]1)=[O:5]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 27781062-Chloro-5-(trifluoromethyl)benzoyl chlorideHCID 178501210HCID 178501210、化合物

生成物 1

HCID 178501230HCID 178501230、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a stirred suspension of trans-4-amino-cyclohexylcarboxylic acid methyl ester hydrochloride (6.7 g, 34.7 mmol) in dry THF (90 ml) under nitrogen atmosphere was added triethylamine (12 ml, 86.8 mmol). The suspension was cooled to 0° C. and 2-chloro-5-(trifluoromethyl)benzoyl chloride (8.85 g, 36.4 mmol) in dry THF (40 ml) was added dropwise over 20 minutes. The resulting thick, colourless slurry was stirred at 0-5° C. for 30 minutes and then allowed to warm to room temp and stirred at room temp for 1 hour. The reaction was quenched by the dropwise addition of water (5 ml) in THF (45 ml) to give a clear solution. This was diluted with water (100 ml) and ethyl acetate (300 ml). The biphasic mixture was stirred for 5 minutes then the organic phase was separated and washed successively with water (100 ml), saturated sodium bicarbonate (100 ml) and saturated brine (100 ml), dried (MgSO4), filtered and evaporated to give a colourless solid; [M+H]+364.

後処理

  1. temperatureto warm to room temp
  2. stirringstirred at room temp for 1 hour
  3. customThe reaction was quenched by the dropwise addition of water (5 ml) in THF (45 ml)
  4. customto give a clear solution
  5. stirringThe biphasic mixture was stirred for 5 minutes
  6. customthe organic phase was separated
  7. washwashed successively with water (100 ml), saturated sodium bicarbonate (100 ml) and saturated brine (100 ml)
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customevaporated
  11. customto give a colourless solid

出典と根拠

ORDレコード
ord-8694fbc0b8c741308cc3c3315d7e00b5
出典データセット
uspto-grants-2014_09
特許番号
US08835444B2

関連ノート

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