Triethylamine → HCID 11312540, compound

HRID 429226Notes

Reaction equation

HRID 429226 reaction equation
[O:1]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][Si:17](C#N)([CH3:19])[CH3:18].[CH2:22]([N:24](CC)CC)C>ClCCl>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([CH:12]([O:13][Si:17]([CH3:19])([CH3:18])[CH3:16])[C:22]#[N:24])=[CH:14][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 661394-PhenoxybenzaldehydeHCID 82115Trimethylsilyl cyanide

Product 1

HCID 11312540HCID 11312540, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a 0° C. solution of 4-phenoxy benzaldehyde (F) (1.00 g, 5.04 mmol) and trimethylsilyl cyanide (0.63 mL, 5.04 mmol) in dichloromethane (20 mL) was added triethylamine (0.07 mL, 0.5 mmol). The reaction mixture was stirred at 0° C. for 3 h and then concentrated to give (4-phenoxyphenyl)-trimethylsilanyloxy-acetonitrile (G) as a clear oil. This protected cyanohydrin (G) was used without further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-562f77ecd2444dec9b378f5528ea3870
Source dataset
uspto-grants-2001_11
Patent number
US06316474B1

Reaction notes

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