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Hydrochloric Acid → 1-(1-(Benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylic acid

HRID 1629780
ノート
印刷プレビュー

反応式

HRID 1629780 の反応式
[CH2:1]([NH:8][C:9]([C:28]1([C:31]([O:33]C)=[O:32])[CH2:30][CH2:29]1)([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][C:24]([F:27])([F:26])[F:25])=[CH:16][CH:15]=1)[C:10]([F:13])([F:12])[F:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-].[Li+].Cl>N1C=CC=CC=1.O.CCOC(C)=O>[CH2:1]([NH:8][C:9]([C:28]1([C:31]([OH:33])=[O:32])[CH2:29][CH2:30]1)([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][C:24]([F:25])([F:26])[F:27])=[CH:16][CH:15]=1)[C:10]([F:13])([F:12])[F:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 66321Lithium iodideHCID 86685871Methyl 1-(1-(benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylate

生成物 1

HCID 866858701-(1-(Benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylic acid収率 93.4%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 1049Pyridine溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution Intermediate 14D (558 mg, 1.140 mmol) in pyridine (5.7 mL) was added lithium iodide (1.53 g, 11.4 mmol). The reaction was heated to reflux overnight. The reaction was cooled to rt and diluted with water and EtOAc. The aqueous layer was made acidic with 1 N HCl and the layers were separated. The organic layer was washed with sat'd aq NaCl, dried over MgSO4, filtered and concentrated to provide Intermediate 14E (506 mg, 84%) which was used in the next step without further purification. LCMS Anal. Calc'd for C23H23F6NO3 475.42, found [M+H] 476.2.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight
  3. customthe layers were separated
  4. washThe organic layer was washed with sat'd aq NaCl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-6fb2b262846b46bea5ad56fed7dc288a
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08791091B2

反応ノート

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