Triethylamine → HCID 18936804, compound

HRID 357159Notes

Reaction equation

HRID 357159 reaction equation
[CH2:1]([O:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([CH3:18])([CH3:17])[CH2:14][CH2:15][OH:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28].C(=O)([O-])O.[Na+]>ClCCl>[CH2:1]([O:8][CH2:9][O:10][CH2:11][CH2:12][C:13]([CH3:18])([CH3:17])[CH2:14][CH2:15][O:16][S:27]([CH3:26])(=[O:29])=[O:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 21190171HCID 21190171, compound

Product 1

HCID 18936804HCID 18936804, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.99 g (3.92 mmol) of 1-benzyloxymethoxy-3,3-dimethyl-5-pentanol and 0.60 ml (4.3 mmol) of triethylamine in 15 ml of dichloromethane, 0.33 ml (4.3 mmol) of methanesulfonyl chloride was added at 0° C., followed by stirring at room temperature for 30 minutes, after which saturated aqueous sodium hydrogen carbonate was added. The mixture was extracted with dichloromethane and dried, after which the solvent was distilled off to yield 1-benzyloxymethoxy-3,3-dimethyl-5-methanesulfonyloxypentane.

Workup

  1. extractionThe mixture was extracted with dichloromethane
  2. customdried
  3. distillationafter which the solvent was distilled off

Sources & evidence

ORD record
ord-808bc7d7ced04d46ba96c00287472ca8
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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