Water → HCID 57675741, 화합물

HRID 1092426노트

반응식

HRID 1092426 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([C:12]1[N:13]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:25][CH:24]=2)[C:14]2[C:19]([CH:20]=1)=[CH:18][C:17]([O:21][CH3:22])=[CH:16][CH:15]=2)=O)C.O.[OH-].[Na+]>O1CCCC1>[CH2:30]([O:29][C:26]1[CH:27]=[CH:28][C:23]([N:13]2[C:14]3[C:19](=[CH:18][C:17]([O:21][CH3:22])=[CH:16][CH:15]=3)[CH:20]=[C:12]2[CH2:10][OH:9])=[CH:24][CH:25]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57675736HCID 57675736, 화합물

생성물 1

HCID 57675741HCID 57675741, 화합물수율 89.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Lithium aluminum hydride (1.53 mL, 1 M in tetrahydrofuran, 1.53 mmol) was diluted with tetrahydrofuran (5 mL) under N2, and 1-(4-benzyloxyphenyl)-5-methoxy-1H-indole-2-carboxylic acid ethyl ester (0.51 g, 1.27 mmol) in tetrahydrofuran (5 mL) was added dropwise. The reaction was stirred at reflux for 2 hours, then cooled to room temperature. Water (0.3 mL) was added carefully, followed by 2 N NaOH (0.3 mL) and water (0.9 mL). The solvent was evaporated, and the residue was partitioned between water and ethyl acetate. The organic was separated, dried over MgSO4, and concentrated to give 0.41 g (88% yield) of crude product. LC-MS (C23H21NO3 calc'd 359) m/z 360 (M+H).

후처리

  1. temperatureat reflux for 2 hours
  2. customThe solvent was evaporated
  3. customthe residue was partitioned between water and ethyl acetate
  4. customThe organic was separated
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-593c7cc7bd864c299a0bcf48344d526a
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129424B2

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