Triethylamine → HCID 86720837, compound

HRID 877338Notes

Reaction equation

HRID 877338 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][CH:7]=1.C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(Cl)Cl>[CH3:21][S:22]([O:13][CH2:12][C:9]1[CH:8]=[CH:7][C:6]([CH:2]2[O:3][CH2:4][CH2:5][O:1]2)=[CH:11][CH:10]=1)(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 15192333[4-(1,3-Dioxolan-2-yl)phenyl]methanol

Product 1

HCID 86720837HCID 86720837, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To an ice-cooled stirred solution of (4-(1,3-dioxolan-2-yl)phenyl)methanol (prepared as described in WO2012168359, which is incorporated herein by reference in its entirety, 1.2 g, 6.6 mmol) and triethylamine (2.8 mL, 20.0 mmol) in DCM (40 mL) was added dropwise a solution of methanesulfonyl chloride (0.77 mL, 10.0 mmol) in DCM (10 mL). The reaction mixture was stirred at this temperature for 40 minutes and then at room temperature for 18 hours. The reaction mixture was washed with water and the organic phase dried (magnesium sulfate). The filtrate was evaporated at reduced pressure to afford the title compound which was used immediately without further purification.

Workup

  1. customprepared
  2. waitat room temperature for 18 hours
  3. washThe reaction mixture was washed with water
  4. dry with materialthe organic phase dried (magnesium sulfate)
  5. customThe filtrate was evaporated at reduced pressure

Sources & evidence

ORD record
ord-6c8480f518e34b6b8920f5f424545c70
Source dataset
uspto-grants-2015_03
Patent number
US08987299B2

Reaction notes

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