Methanesulfonyl chloride → HCID 86645610, compound

HRID 1517915Notes

Reaction equation

HRID 1517915 reaction equation
[C:1]([O:9][C:10]1([CH2:13][CH2:14][OH:15])[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:16][S:17]([O:15][CH2:14][CH2:13][C:10]1([O:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12][CH2:11]1)(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 66669923HCID 66669923, compound

Product 1

HCID 86645610HCID 86645610, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1-(2-hydroxyethyl)cyclopropyl benzoate (320 mg, 1.55 mmol) and TEA (235 mg, 2.33 mmol, Shantou Xilong chemical factory) in 20 mL of dry CH2Cl2, was added MsCl (213 mg, 1.86 mmol, Shanghai Haiqu chemical Ltd.) dropwise via a syringe at rt. After stirring for 2 hrs at rt, the mixture was diluted with icewater and extracted with CH2Cl2 (30 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo to give the title compound as a pale yellow solid (400 mg, 90%).

Workup

  1. additionthe mixture was diluted with icewater
  2. extractionextracted with CH2Cl2 (30 mL)
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b7a44f15b12414fa4af034ceb036953
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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