Morpholine → HCID 12438316, compound

HRID 2421388Notes

Reaction equation

HRID 2421388 reaction equation
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Br:15][C:16]1[C:17]([OH:24])=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH:19]=O.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>O1CCCC1>[Br:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:18]([CH2:19][N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[C:17]=1[OH:24]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 109105553-Bromo-2-hydroxybenzaldehyde

Product 1

HCID 12438316HCID 12438316, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium triacetoxyborohydride (3.18 g) was added to a solution of 3-bromo-2-hydroxybenzaldehyde (2.0 g) and morpholine (1.04 ml) in tetrahydrofuran (30 ml) and the mixture stirred at ambient temperature for 18 h. After filtering from a little insoluble material, the filtrate was evaporated. The residue was partitioned between dichloromethane and water and the solvent phase was washed with water, dried and evaporated to an oil.

Workup

  1. filtrationAfter filtering from a little insoluble material
  2. customthe filtrate was evaporated
  3. customThe residue was partitioned between dichloromethane and water
  4. washthe solvent phase was washed with water
  5. customdried
  6. customevaporated to an oil

Sources & evidence

ORD record
ord-87a057f010114694bcdfd33507e5aaf0
Source dataset
uspto-grants-2011_06
Patent number
US07956084B2

Reaction notes

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