Sodium Chloride → HCID 18187489、化合物

HRID 1386769ノート

反応式

HRID 1386769 の反応式
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][C:23]([F:31])([F:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:17][CH2:16]1)=O)(C)(C)C.C([O-])(O)=O.[Na+].[OH-].[Na+].[Na+].[Cl-]>C(Cl)Cl.O.CCOCC>[F:31][C:23]([F:30])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:22][CH2:21][CH:18]1[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]1

参加物

9

反応物 5

HCID 5234Sodium ChlorideHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 18187485HCID 18187485、化合物

生成物 1

HCID 18187489HCID 18187489、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

TFA (2.5 mL, 3.7 g, 32 mmol) was added dropwise to a solution of 1-(t-butoxycarbonyl)-4-(3,3-difluoro-3-phenylpropyl)piperidine (42 mg, 0.12 mmol, from EXAMPLE 154, Step C) in CH2Cl2 (2.5 mL) at 0° C. After 80 min., the solution was transferred using a double-ended needle to a rapidly stirred solution of NaHCO3 (5.0 g, 60 mmol) in H2O (50 mL). Ether (50 mL) and 2.5 N NaOH (20 mL) were added, followed by solid NaCl to saturate the aqueous layer. The aqueous layer was separated and extracted with ether (50 mL). The organic layers were washed in succession with saturated aq. NaCl (20 mL), combined, dried (Na2SO4), decanted,and evaporated to give the title compound as 27 mg of colorless oil. 1H NMR (400 MHz, CD3OD) δ 7.51-7.40 (m, 5H), 2.98 (dm, J=12,22H), 2.53 (td, J=12, 3, 2H), 2.24-2.10 (m, 2H), 1.65 (bd, J=12, 2H), 1.42-1.26 (m, 3H), 1.06 (qd, J=12,4,2H); ESI-MS 240 (M+H); HPLC A: 2.25 min.

後処理

  1. concentrationto saturate the aqueous layer
  2. customThe aqueous layer was separated
  3. extractionextracted with ether (50 mL)
  4. washThe organic layers were washed in succession with saturated aq. NaCl (20 mL)
  5. dry with materialdried (Na2SO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-6f07b499fd6f43a6a48e53e2b0596e82
出典データセット
uspto-grants-2001_07
特許番号
US06265434B1

反応ノート

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