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

HRID 1028438
Notes
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Reaction equation

HRID 1028438 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([C:10]1[CH:11]=[C:12]([N+:20]([O-:22])=[O:21])[C:13]([O:18][CH3:19])=[C:14]([CH2:16][OH:17])[CH:15]=1)([CH3:9])([CH3:8])[CH3:7].C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([O:17][CH2:16][C:14]1[CH:15]=[C:10]([C:6]([CH3:9])([CH3:7])[CH3:8])[CH:11]=[C:12]([N+:20]([O-:22])=[O:21])[C:13]=1[O:18][CH3:19])(=[O:4])=[O:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58493934(5-Tert-butyl-2-methoxy-3-nitrophenyl)methanol

Product 1

HCID 584939545-Tert-butyl-2-methoxy-3-nitro-benzyl methanesulphonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.20 ml methanesulphonic acid chloride are added to an ice-cooled solution of 3.43 g (5-tert-butyl-2-methoxy-3-nitro-phenyl)-methanol and 2.40 ml triethylamine in 30 ml dichloromethane. The solution is stirred for 2 h while cooling with ice and then diluted with dichloromethane. The dilute solution is washed three times with water and once with saturated aqueous saline solution, dried (MgSO4) and evaporated to dryness.

Workup

  1. temperaturewhile cooling with ice
  2. washThe dilute solution is washed three times with water
  3. dry with materialonce with saturated aqueous saline solution, dried (MgSO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-bf0d36f482f54a36b575b64c087a4e6c
Source dataset
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08735579B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes