Triethylamine → HCID 10042628, compound

HRID 892841Notes

Reaction equation

HRID 892841 reaction equation
[OH:1][CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1.C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29]>C(Cl)Cl.CCOCC>[CH3:27][S:28]([O:1][CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([O:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1)(=[O:30])=[O:29]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10422631HCID 10422631, compound

Product 1

HCID 10042628HCID 10042628, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

2-Hydroxymethyl-7-phenoxy-1,4-benzodioxane (1.42 g, 5.50 mmol) and triethylamine (1.11 g, 11.0 mmol) are dissolved in methylene chloride (50 mL) and treated with methanesulfonyl chloride (0.94 g, 8.26 mmol) at 0° C. The mixture is stirred at 0° C. for 30 minutes, and diluted with ether. This is washed with aqueous sodium bicarbonate, aqueous 1N hydrochloric acid and saturated aqueous ammonium chloride, dried over magnesium sulfate and evaporated to give 2-methanesulfonyloxymethyl-7-phenoxy-1,4-benzodioxane. The crude oil is used without further purification.

Workup

  1. washThis is washed with aqueous sodium bicarbonate, aqueous 1N hydrochloric acid and saturated aqueous ammonium chloride
  2. dry with materialdried over magnesium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-35c817af05c5420dbef9338912fdf986
Source dataset
uspto-grants-1992_06
Patent number
US05120758

Reaction notes

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