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ChemicalBook CAS DataBase List 3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL

3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL synthesis

11synthesis methods
-

Yield:89922-82-7 66%

Reaction Conditions:

with 4-methylmorpholine N-oxide;silica gel in dichloromethane;acetonitrile

Steps:

1.1 Step 1
Step 1 Tetrapropylammonium perruthenate (0.18 g, 5.3 mmol) was added to a mixture of methylene chloride (20 mL) and acetonitrile (2 mL) containing 3-(tert-butyldimethylsilyloxy)-propanol (2 g, 0.01 mmol), N-methylmorpholine N-oxide (1.76 g) and 4 Å molecular sieves. The reaction mixture was stirred at RT overnight and then filtered through a pad of silica gel. The filtrate was concentrated under vacuo to afford 3-(tert-butyldimethylsilyloxy)-propionaldehyde (1.3 g, 66%).

References:

Syntex (U.S.A.) LLC US2003/176484, 2003, A1

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