Triethylamine → 3-(Methoxy)-4-(benzyloxy)benzyl methanesulfonate

HRID 1697837Notes

Reaction equation

HRID 1697837 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:6][OH:7].[CH3:19][S:20](Cl)(=[O:22])=[O:21].CCN(CC)CC>C(Cl)Cl>[CH3:19][S:20]([O:7][CH2:6][C:5]1[CH:8]=[CH:9][C:10]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 988324-Benzyloxy-3-methoxybenzyl alcohol

Product 1

HCID 575946453-(Methoxy)-4-(benzyloxy)benzyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-(methoxy)-4-(benzyloxy)benzyl alcohol (0.244 g, 1.00 mmol) in CH2Cl2 (2.0 mL) was treated with methanesulfonylchloride (0.085 mL, 1.10 mmol) and Et3N (0.160 mL, 1.15 mmol). After stirring 1 h at ambient temperature, the reaction mixture was filtered through a short plug of silica gel using CH2Cl2 as the eluant. The solution was concentrated in vacuo and taken on without purification. MS (ES+) m/e 323 [M+H]+.

Workup

  1. filtrationthe reaction mixture was filtered through a short plug of silica gel
  2. concentrationThe solution was concentrated in vacuo
  3. customtaken on without purification

Sources & evidence

ORD record
ord-bcfded026b8046e19147756fc4918184
Source dataset
uspto-grants-2012_04
Patent number
US08163919B2

Reaction notes

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