Hydrochloric Acid → HCID 67126442, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:15])([CH3:14])[O:11][CH2:10][C:9]=2[C:16](OC)=[O:17])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>CCOCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:14])([CH3:15])[O:11][CH2:10][C:9]=2[CH2:16][OH:17])=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of EXAMPLE 15C (1.6 g) in ether (20 mL) was added LiAlH4 (1.2 g). The mixture was stirred for 4 hours. The mixture was acidified carefully with 5% HCl and extracted with ethyl acetate (100 mL×3) and washed with water, brine and dried over Na2SO4. After concentration, the crude product was loaded on a column and eluted with 10% ethyl acetate in hexane to give the product.
Workup
- extractionextracted with ethyl acetate (100 mL×3)
- washwashed with water, brine
- dry with materialdried over Na2SO4
- concentrationAfter concentration
- washeluted with 10% ethyl acetate in hexane
- customto give the product
Sources & evidence
- ORD record
- ord-43cfd5a9b7e04779af984a3d3cdd7372
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08580794B2
Reaction notes
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