Methanesulfonyl chloride → HCID 86640791, compound

HRID 2068182Notes

Reaction equation

HRID 2068182 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:9][CH2:8][C:5]2([CH2:7][CH2:6]2)[O:4]1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>C(Cl)Cl>[CH3:10][S:11]([O:1][CH2:2][C@H:3]1[CH2:9][CH2:8][C:5]2([CH2:7][CH2:6]2)[O:4]1)(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 67296758(5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptane

Product 1

HCID 86640791HCID 86640791, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of (5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptane (116 mg, 0.9 mmol) and Et3N-(183.8 mg, 1.82 mmol, Shantou Xilong chemical factory) in dry CH2Cl2 (6 mL) at −10° C. under N2, was added MsCl (203 mg, 1.4 mmol, Shanghai Haiqu chemical Ltd.) dropwise via a syringe. After stirring for 2 hrs at rt, the reaction was quenched with water ice (3 mL), and the water phases were extracted with CH2Cl2 (20 mL×2). The combined organic phases were dried over Na2SO4, and concentrated in vacuo to give ((5R)-4-oxaspiro[2.4]heptane-5-yl)methyl methanesulfonate as pale yellow oil.

Workup

  1. customthe reaction was quenched with water ice (3 mL)
  2. extractionthe water phases were extracted with CH2Cl2 (20 mL×2)
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-18103e77e03f4f7f88a44790d1d8426a
Source dataset
uspto-grants-2012_10
Patent number
US08293897B2

Reaction notes

Loading…