Aluminium lithium hydride → HCID 66639453, compound

HRID 1094456Notes

Reaction equation

HRID 1094456 reaction equation
C[O:2][C:3](=O)[C@H:4]([N:13]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:21]([N:13]([CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C@H:4]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[F:12])[CH2:3][OH:2])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66638818HCID 66638818, compound

Product 1

HCID 66639453HCID 66639453, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of (R)-2-Dibenzylamino-3-(2-fluoro-phenyl)-propionic acid methyl ester (4.6 g, 12 mmol) in 100 mL of THF at −10° C. is slowly added a 1M solution of lithium aluminum hydride in THF (19 mL, 18 mmol). After 10 minutes the reaction is quenched by slow addition of 1.2 mL of water and 1.2 mL of 1N sodium hydroxide. The mixture is then filtered through a pad of celite and the filtrate is concentrated to give the title compound.

Workup

  1. customAfter 10 minutes the reaction is quenched by slow addition of 1.2 mL of water and 1.2 mL of 1N sodium hydroxide
  2. filtrationThe mixture is then filtered through a pad of celite
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-49b2bd3ba280470685e0cbf8f3be964b
Source dataset
uspto-grants-2012_03
Patent number
US08133907B2

Reaction notes

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