Triethylamine → HCID 10250599, compound

HRID 465580Notes

Reaction equation

HRID 465580 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[S:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].C(N(CC)CC)C.[CH3:30][S:31](Cl)(=[O:33])=[O:32]>C(Cl)Cl.CCOCC>[CH3:30][S:31]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[S:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:33])=[O:32]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10019238HCID 10019238, compound

Product 1

HCID 10250599HCID 10250599, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 0.094 g (0.29 mmol) ethyl 8-hydroxy-4-[3-(3-pyridyl)propyl]-3-thiaoctanoate in 1.5 ml methylene chloride is cooled to 0° and then 0.1 ml of triethylamine is added followed by 0.027 ml methylsulfonyl chloride. The reaction mixture is stirred at 0° for 1 h and diluted with ether. The ether layer is washed with saturated sodium bicarbonate, water, brine, then dried, filtered and evaporated to yield ethyl 8-methylsulfonyloxy-4-[3-(3-pyridyl)propyl]-3-thia-octanoate; NMR (CDCl3): delta 3.2 (s,2H), 3.1 (s,3H).

Workup

  1. washThe ether layer is washed with saturated sodium bicarbonate, water, brine
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-ac34b18197554506a76140b1679c9ed7
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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