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Water → HCID 21476435, compound

HRID 2293155
Notes
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Reaction equation

HRID 2293155 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH2:12][O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[C:21]([NH:24][C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=1[CH3:32])[N:20]=[C:19]2[N:33]1[CH2:42][CH2:41][C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]1[CH3:43])=O)C.O>O1CCCC1>[OH:9][CH2:10][CH2:12][O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[C:21]([NH:24][C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=1[CH3:32])[N:20]=[C:19]2[N:33]1[CH2:42][CH2:41][C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]1[CH3:43]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 21476512HCID 21476512, compound

Product 1

HCID 21476435HCID 21476435, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a mixture of 0.12 g of lithium aluminium hydride (3.0 mM) and 30 ml of tetrahydrofuran, 1.5 g of the compound (3.0 mM) prepared in Step 2 dissolved in tetrahyrofuran was dropwise added at 0° C. and stirred for an hour. The reaction solution was added with water and extracted from dichloromethane. The dichloromethane layer was dehydrated, concentrated and purified by silica gel column chromatography, to give 0.80 g of the title compound.

Workup

  1. additionwas dropwise added at 0° C.
  2. extractionextracted from dichloromethane
  3. concentrationconcentrated
  4. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-29b68f0cd240489ab916b91450fc2b73
Source dataset
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05686458

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes