Ethanol → HCID 66824431, compound

HRID 1966150Notes

Reaction equation

HRID 1966150 reaction equation
O[CH2:2][C:3]1([C:8]#[N:9])[CH2:6][C:5](=[CH2:7])[CH2:4]1.C(Cl)Cl.COCCN(CCOC)S(F)(F)[F:19].C(O)C>>[F:19][CH2:2][C:3]1([C:8]#[N:9])[CH2:6][C:5](=[CH2:7])[CH2:4]1

Participants

5

Reactant 4

HCID 702EthanolHCID 6344DichloromethaneHCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 668243411-(Hydroxymethyl)-3-methylenecyclobutanecarbonitrile

Product 1

HCID 66824431HCID 66824431, compound

Procedure

To a mixture of 1-(hydroxymethyl)-3-methylenecyclobutanecarbonitrile (0.252 g, 0.00205 mol) in methylene chloride (20 mL, 0.3 mol) in a plastic bottle was added 2-methoxy-N-(2-methoxyethyl)-N-(trifluoro-λ(4)-sulfanyl)ethanamine (1.13 mL, 0.00614 mol) followed by ethanol (20 μL, 0.0004 mol). The reaction was stirred at rt overnight, then quenched with aq. sodium bicarbonate, and extracted with dichloromethane. The extracts were combined and washed with water, brine, and dried over magnesium sulfate, and evaporated to dryness. The residue was used directly in next step.

Workup

  1. customquenched with aq. sodium bicarbonate
  2. extractionextracted with dichloromethane
  3. washwashed with water, brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-dca0f309214d4e82a252b21d2c0f55ee
Source dataset
uspto-grants-2013_04
Patent number
US08420629B2

Reaction notes

Loading…