Formaldehyde → HCID 66590530, compound

HRID 1667117Notes

Reaction equation

HRID 1667117 reaction equation
[CH2:1]=O.CO.[F:5][C:6]([F:21])([F:20])[C:7]1[CH:8]=[C:9]([CH:17]=[CH:18][CH:19]=1)[CH2:10][NH:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14].[C:22](=[O:25])([O-])[O-].[K+].[K+]>>[CH3:1][O:25][CH2:22][N:11]([CH2:10][C:9]1[CH:17]=[CH:18][CH:19]=[C:7]([C:6]([F:20])([F:5])[F:21])[CH:8]=1)[CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 887MethanolHCID 11430Potassium CarbonateHCID 66591171HCID 66591171, compound

Product 1

HCID 66590530HCID 66590530, compound

Conditions

Temperature
0 °C

Procedure

Formaldehyde (4.08 g, 50.2 mmol) was dissolved in methanol (2.032 mL, 50.2 mmol). The reaction was cooled to 0° C. (ice bath) and N-(3-(trifluoromethyl)benzyl)-1-(trimethylsilyl)methanamine (Example 56A, 10.94 g, 41.9 mmol) was added dropwise via addition funnel over 30 minutes. Potassium carbonate (4.63 g, 33.5 mmol) was added, and the mixture was stirred at 0° C. for 2 hours. The reaction solution was decanted from the potassium carbonate. The solution was treated with more potassium carbonate and decanted again. The potassium carbonate solids were sequentially washed with ether and these washes were added to the reaction solution. The solvent was removed in vacuo to give the title compound.

Workup

  1. additionwas added dropwise via addition funnel over 30 minutes
  2. customThe reaction solution was decanted from the potassium carbonate
  3. additionThe solution was treated with more potassium carbonate
  4. customdecanted again
  5. washThe potassium carbonate solids were sequentially washed with ether
  6. additionthese washes were added to the reaction solution
  7. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-5462c2343bd7476e9484fcf5e907e927
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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