Triethylamine → HCID 11345007, compound

HRID 2104108Notes

Reaction equation

HRID 2104108 reaction equation
C(N(CC)CC)C.[OH:8][C:9]1[C:14](=[S:15])[CH:13]=[CH:12][O:11][CH:10]=1.[Cl:16][CH:17]([CH3:21])[C:18](Cl)=[O:19]>ClCCl>[Cl:16][CH:17]([CH3:21])[C:18]([O:8][C:9]1[C:14](=[S:15])[CH:13]=[CH:12][O:11][CH:10]=1)=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1110192-Chloropropionyl chlorideHCID 113554883-Hydroxy-4H-pyran-4-thione

Product 1

HCID 11345007HCID 11345007, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Triethylamine (190 mg, 1.9 mmol) was added to a stirred solution of 7 (200 mg, 1.6 mmol) in dichloromethane (10 mL) at 0° C. A solution of 2-chloropropionyl chloride (240 mg, 1.9 mmol) diluted in dichloromethane (1 mL) was added dropwise and the reaction mixture stirred at 0° C. for 10 min. The red solution was evaporated to dryness in vacuo and the resulting residue was purified by rapid silica filtration (dichloromethane) to give 8 as a red oil (270 mg, 79%).

Workup

  1. additionwas added dropwise
  2. customThe red solution was evaporated to dryness in vacuo
  3. filtrationthe resulting residue was purified by rapid silica filtration (dichloromethane)

Sources & evidence

ORD record
ord-5f5765cbb8194d48bf6893a91e7a4d7c
Source dataset
uspto-grants-2009_08
Patent number
US07576213B2

Reaction notes

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