Water → HCID 19823640, compound

HRID 728269Notes

Reaction equation

HRID 728269 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH:13]([N:20]([CH3:22])[CH3:21])[CH2:14][CH2:15][CH2:16][C:17](=[O:19])[CH3:18])[CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[BH4-].[Na+].O>CC(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH:13]([N:20]([CH3:22])[CH3:21])[CH2:14][CH2:15][CH2:16][CH:17]([OH:19])[CH3:18])[CH2:10][CH2:11][CH2:12]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 19823683HCID 19823683, compound

Product 1

HCID 19823640HCID 19823640, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of the product of Example 53 (2 g) in propan-2-ol (50 ml) and sodium borohydride (1 g) were heated under reflux for 2 hours. The mixture was allowed to stand for 16 hours at ambient temperature and was poured into water (500 ml). The resulting mixture was extracted with ether and the ether extracts were dried and evaporated to give 6-[1-(3,4-dichlorophenyl)cyclobutyl]-6-dimethylaminohexan-2-ol as an oil the boiling point of which was not determined.

Workup

  1. temperatureunder reflux for 2 hours
  2. extractionThe resulting mixture was extracted with ether
  3. dry with materialthe ether extracts were dried
  4. customevaporated

Sources & evidence

ORD record
ord-24c97025124b482fb262b84477cf243c
Source dataset
uspto-grants-1991_09
Patent number
US05047432

Reaction notes

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