Potassium sodium tartarate → HCID 20188383, compound

HRID 1789346Notes

Reaction equation

HRID 1789346 reaction equation
C([Al]CC(C)C)C(C)C.[N:10]1([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21](OC)=[O:22])[N:16]=2)[CH:14]=[CH:13][CH:12]=[CH:11]1.C([O-])(=O)C(C(C([O-])=O)O)O.[K+].[Na+]>C1(C)C=CC=CC=1>[N:10]1([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][OH:22])[N:16]=2)[CH:11]=[CH:12][CH:13]=[CH:14]1

Participants

5

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 16682954DibahHCID 20188387HCID 20188387, compound

Product 1

HCID 20188383HCID 20188383, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
-30 °C

Procedure

38 ml of diisobutyl aluminum were added dropwise over one hour at -40° C. to a solution of 3.7 g of the product of Step D in 40 ml of toluene and the mixture was stirred at -30° C. for 30 minutes. 110 ml of an aqueous molar solution of double sodium potassium tartarate were slowly added to the mixture while keeping the temperature below 10° C. and the mixture was stirred for 16 hours at room temperature. The decanted organic phase was dried and evaporated to dryness under reduced pressure to obtain 2.9 g of 2-(pyrrol-1-yl)-6-pyridyl-methanol melting at 55° C.

Workup

  1. customthe temperature below 10° C.
  2. stirringthe mixture was stirred for 16 hours at room temperature
  3. customThe decanted organic phase was dried
  4. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-112d3b0b5e7a4589acf2c402c7916f73
Source dataset
uspto-grants-1987_08
Patent number
US04689342

Reaction notes

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