Benzyl Alcohol → HCID 178506941, compound
Reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Li:13])CCC>>[CH2:1]([O:8][Li:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
3
Conditions
- Temperature
- 25 °C
Procedure
Into a solution of benzyl alcohol (1.51 ml) in tetrahydrofran (57 ml) was added n-butyl lithium (1.6 M in hexane) (7.25 ml) at -60° C., and the mixture was warmed to 25° C. Into the solution of benzyloxy lithium thus obtained was added the product of Example 4-(1) (6.0 g) at -78° C., and the mixture was stirred at 3° C. for 17 hr. The mixture was diluted with water and ethyl acetate. The organic layer was washed, dried and evaporated. The residue was purified by silica-gel column chromatography (chloroform:n-hexane:ethylacetate=10:1:0.1) to afford 2.57 g of (2S)-phthalimido-2-[(1R)-1-tert-butyldimethylsilyloxyethyl]-propionic acid benzyl ester in colorless oil.
Sources & evidence
- ORD record
- ord-56e529d7e5294b0988d53115ac518676
- Source dataset
- uspto-grants-1998_11
- Patent number
- US05831091
Reaction notes
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