Methanesulfonyl chloride → HCID 178505318, compound

HRID 1524760Notes

Reaction equation

HRID 1524760 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. extractionwas 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-78746dd17f9f48a6a7f0bbb09df6354d
Source dataset
uspto-grants-2015_07
Patent number
US09079912B2

Reaction notes

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