Lithium Hydroxide → HCID 58005101, compound

HRID 1879258Notes

Reaction equation

HRID 1879258 reaction equation
[CH2:1]([NH:7][C@H:8]([C:13]([O:15]C)=[O:14])[C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[Li+].[OH-]>CO.O>[CH2:1]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58005166HCID 58005166, compound

Product 1

HCID 58005101HCID 58005101, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
70 °C

Procedure

A 0.25M solution of methyl N-hex-5-en-1-yl-3-methyl-L-valinate 99 in a mixture of MeOH:water (3:1) was treated with LiOH (3.0 eq.) at RT. The reaction mixture was stirred at 70° C. for 3 h. The organic solvent was removed under reduced pressure and the residue was acidified with aqueous HCl (1N). The water phase was repeatedly extracted with EtOAc, dried (Na2SO4) and concentrated under reduced pressure to afford the crude product, which was used in the following step without further purification. MS (ES+) m/z 214 (M+H)+

Workup

  1. customThe organic solvent was removed under reduced pressure
  2. extractionThe water phase was repeatedly extracted with EtOAc
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7b0780ce3b33489c815a4105d9854676
Source dataset
uspto-grants-2012_11
Patent number
US08314062B2

Reaction notes

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