Sulfuric acid magnesium salt (1:1) → HCID 178491098, compound

HRID 708318Notes

Reaction equation

HRID 708318 reaction equation
[O-]S([O-])(=O)=O.[Mg+2].[CH3:7][C:8]1([CH3:15])[O:12][C@H:11]([CH:13]=O)[CH2:10][O:9]1.[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20][NH2:21]>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20]/[N:21]=[CH:13]/[C@@H:11]1[CH2:10][O:9][C:8]([CH3:7])([CH3:15])[O:12]1

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)2×HCID 5972502,4-DimethoxybenzylamineHCID 11105390(4S)-2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde

Product 1

HCID 178491098HCID 178491098, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared according to the procedure described by Hubschwerlen, C. and Schmid, G. Helv. Chim. Acta 1983, 66, 2206-2209 with the addition of MgSO4. To a suspension of (S)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde (Carbosynth LLC, 346 g, 43% in DCM, 1.143 mol) and MgSO4 (278 g) in DCM (1.5 L) at 0° C. was added 2,4-dimethoxybenzylamine (193 g, 1.154 mol) over 20 min. After stirring at rt for 2 h it was filtered, washing the filter cake with DCM (2×250 mL). The mother liquor was used directly in step 2.

Workup

  1. customPrepared
  2. filtrationwas filtered
  3. washwashing the filter cake with DCM (2×250 mL)

Sources & evidence

ORD record
ord-164ee7e3661f4631b7f68130d4052d34
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

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