Triethylamine → 4-[4-(Benzyloxy)phenyl]butyl methanesulfonate

HRID 322307Notes

Reaction equation

HRID 322307 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][OH:24])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>C(OCC)(=O)C>[CH3:1][S:2]([O:24][CH2:23][CH2:22][CH2:21][CH2:20][C:17]1[CH:16]=[CH:15][C:14]([O:13][CH2:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[CH:19][CH:18]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 153287654-(Phenylmethoxy)benzenebutanol

Product 1

HCID 227333684-[4-(Benzyloxy)phenyl]butyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methanesulfonyl chloride (17.9 g) was added to a solution of 4-(4-benzyloxyphenyl)butanol (20.0 g) and triethyl amine (15.8 g) in ethyl acetate (500 ml) at 0° C. and then stirred for 5 hours at room temperature. The reaction mixture was washed with water, dried (MgSo4) and concentrated under reduced pressure to give 4-(4-benzyloxyphenyl)butyl methanesulfonate (26.0 g, quantitatively). Oily substance.

Workup

  1. washThe reaction mixture was washed with water
  2. customdried (MgSo4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4cd383ae292e44fbade2f338eef63de9
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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