Methanesulfonyl chloride → HCID 178505318, compound

HRID 1426614Notes

Reaction equation

HRID 1426614 reaction equation
[C:1]([O:20][CH2:21][CH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([OH:29])[CH2:25][CH2:24]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:30][S:31](Cl)(=[O:33])=[O:32]>C(Cl)(Cl)Cl>[CH3:30][S:31]([O:29][C@H:26]1[CH2:27][CH2:28][C@H:23]([CH2:22][CH2:21][O:20][C:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:24][CH2:25]1)(=[O:33])=[O:32]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 178521559HCID 178521559, compound

Product 1

HCID 178505318HCID 178505318, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

trans-4-[2-(Trityloxy)ethyl]cyclohexanol (1.95 g, 0.00504 mol) was dissolved in chloroform (40.00 mL) and the mixture was cooled to 0° C. To the reaction was added TEA (0.98 mL, 0.0071 mol) and methanesulfonyl chloride (0.47 mL, 0.0060 mol) and this mixture was stirred at 0° C. for 2 hours. The reaction was then extracted with ethyl acetate and the organic extracts were washed with water, and saturated NaCl, then dried (MgSO4) and concentrated in vacuo.

Workup

  1. extractionThe reaction was then extracted with ethyl acetate
  2. washthe organic extracts were washed with water, and saturated NaCl
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fa6c99827a7b4b27a14eea094d8663e5
Source dataset
uspto-grants-2015_01
Patent number
US08933086B2

Reaction notes

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