Triethylamine → 5-Tert-butyl-2-methoxy-3-nitro-benzyl methanesulphonate

HRID 2360514Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([CH2:11][OH:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>ClCCl>[CH3:25][S:26]([O:12][CH2:11][C:9]1[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]=1[O:13][CH3:14])(=[O:28])=[O:27]

Participants

Conditions

Temperature: 0 °C

Procedure

3.43 g (5-tert-butyl-2-methoxy-3-nitro-phenyl)-methanol are dissolved in 30 ml dichloromethane, combined with 2.39 ml of triethylamine and cooled to 0° C. 1.2 g of methanesulphonic acid chloride are added dropwise and the mixture is stirred for 2 hours. Then it is diluted with dichloromethane and washed 3 times with water and once with saturated aqueous sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo and the product thus obtained is further reacted directly.

Workup

washwashed 3 times with water
dry with materialAfter drying with magnesium sulphate the solvents
customthe product thus obtained
customis further reacted directly

Sources & evidence

ORD record: ord-e99786ebe4314e7fb79c507b25c96553
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08686022B2

Reaction notes

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