Benzoyl chloride → HCID 20352343, compound

HRID 371955Notes

Reaction equation

HRID 371955 reaction equation
[CH3:1][Si:2]([CH3:8])([CH3:7])[CH2:3][C:4]#[C:5][NH2:6].C(N(CC)CC)C.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(OCC)C>[CH3:1][Si:2]([CH3:8])([CH3:7])[C:3]#[C:4][CH2:5][NH:6][C:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 20352350HCID 20352350, compound

Product 1

HCID 20352343HCID 20352343, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To 8.2 g (0.07 M) of 3-trimethylsilylprop-1-ynylamine in 150 ml of diethyl ether containing 6.6 g (9.1 ml) of triethylamine at 0° C is added 9.1 g (0.07 M) of benzoyl chloride in 30 ml of ether. After 1 hour at 25° C the solution is washed well with brine and the ether extract dried over magnesium sulfate, filtered and the filtrate concentrated. The residue is recrystallized from methanol to give N-(3-trimethylsilylprop-2-ynyl)benzamide.

Workup

  1. washAfter 1 hour at 25° C the solution is washed well with brine
  2. extractionthe ether extract
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated
  6. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-18a071630a2c433ea3921e395e81f8bf
Source dataset
uspto-grants-1978_05
Patent number
US04088668

Reaction notes

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