Hydrochloric Acid → HCID 18984718, compound

HRID 1439915Notes

Reaction equation

HRID 1439915 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH2:9][CH2:10][CH:11]=[O:12])[CH:3]=1.[BH4-].[Na+].Cl>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH2:9][CH2:10][CH2:11][OH:12])[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 189847215-Chloro-2-methylbenzenepropanal

Product 1

HCID 18984718HCID 18984718, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 4-chloro-2-(3-oxopropyl)toluene in MeOH was added excess NaBH4 at room temperature and the mixture was diluted with water, treated with 1N HCl, and extracted with AcOEt. The extracts was dried and concentrated to give quantitatively the title compound: 1H NMR (CDCl3) δ7.14 (bd, 1H, J=9 Hz), 7.06 (d, 1H, J=9 Hz), 7.05 (bs, 1H), 3.66~3.77 (m, 2H), 2.68 (t, 2H, J=7.2 Hz), 2.30 (s, 3H), 1.83 (5et, 2H, J=7.2 Hz), 1.35~1.44 (br, 1H).

Workup

  1. extractionextracted with AcOEt
  2. customThe extracts was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7c56f81c8b804d5c9a4152829c6bf622
Source dataset
uspto-grants-1996_03
Patent number
US05496843

Reaction notes

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