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Hydrochloric Acid → HCID 67502477, 화합물

HRID 1187762
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HRID 1187762 반응식
C(OC([N:8]1[C@@H:12]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[CH:17][CH:16]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.Cl.[OH-].[Na+]>C1COCC1>[NH2:8][C@@H:12]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)=[CH:17][CH:16]=1)[CH2:11][OH:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67501835HCID 67501835, 화합물

생성물 1

HCID 67502477HCID 67502477, 화합물수율 99.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of (S)-4-{2-[4-(4-chloro-phenylamino)-phenyl]-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (220 mg) in THF (3 ml) in a pressure tube was added HCl solution (2.55 ml, 4 M solution in dioxane). The tube was sealed and the reaction mixture was shaken at 60° C. for 2 hours. The mixture was then cooled to room temperature and poured into 1 M aq. NaOH and extracted with EtOAc. The phases were then separated and the organic phase was dried over sodium sulphate and concentrated in vacuo to afford (S)-2-amino-4-[4-(4-chloro-phenylamino)-phenyl]-butan-1-ol (148 mg, quant.) as a yellow oil which was used in the next step without further purification. MS (ISP): 293.0 ([{37Cl}M+H]+), 291.1 ([{35Cl}M+H]+).

후처리

  1. customThe tube was sealed
  2. temperatureThe mixture was then cooled to room temperature
  3. extractionextracted with EtOAc
  4. customThe phases were then separated
  5. dry with materialthe organic phase was dried over sodium sulphate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-efd51593d79849dabc9dd905905de9ad
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673950B2

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