Sodium Bicarbonate → HCID 136196396, compound

HRID 1731983Notes

Reaction equation

HRID 1731983 reaction equation
[C:1]([C:6]1[C:7](=[O:19])[CH2:8][CH:9]([CH:13]2[CH2:18][CH2:17][CH2:16][S:15][CH2:14]2)[CH2:10][C:11]=1[OH:12])(=O)[CH2:2][CH2:3][CH3:4].Cl.[O:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][O:27][NH2:28].C(=O)(O)[O-].[Na+]>CO>[OH:12][C:11]1[CH2:10][CH:9]([CH:13]2[CH2:18][CH2:17][CH2:16][S:15][CH2:14]2)[CH2:8][C:7](=[O:19])[C:6]=1[C:1](=[N:28][O:27][CH2:26][CH:22]1[CH2:23][CH2:24][CH2:25][O:21]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 22924062HCID 22924062, compoundHCID 178450332HCID 178450332, compound

Product 1

HCID 136196396HCID 136196396, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.82 g (10 millimoles) of 2-butyryl-3-hydroxy-5-(tetrahydrothiopyran-3-yl)-cyclohex-2-en-1-one was stirred together with 1.69 g (11 millimoles) of tetrahydrofur-2-ylmethoxyamine hydrochloride and 0.93 g (11 millimoles) of sodium bicarbonate in 20 ml of methanol for 12 hours at 25° C. The mixture was evaporated down, the residue was taken up with dichlorbmethane and the solution was extracted by shaking with water. The dried dichloromethane solution was evaporated down to give 3.1 g (8.1 millimoles) of 3-hydroxy-2-(1-tetrahydrofur-2-ylmethoxyiminobutyl)-5-(tetrahydrothiopyran-3-yl)-cyclohex-2-en-1-one as a viscous oil. ##STR9##

Workup

  1. customThe mixture was evaporated down
  2. extractionthe solution was extracted
  3. customThe dried dichloromethane solution was evaporated down

Sources & evidence

ORD record
ord-528d4030bb9f4755b0af81919798dff7
Source dataset
uspto-grants-1986_11
Patent number
US04624696

Reaction notes

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