Hydrochloric Acid → HCID 15434420, compound

HRID 1473007Notes

Reaction equation

HRID 1473007 reaction equation
Cl.[CH2:2]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][C:11]=1[C@@H:19]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:20][CH2:21][N:22]([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.COCCO[AlH2-]OCCOC.[Na+].Cl>C1(C)C=CC=CC=1>[CH2:2]([O:9][C:10]1[CH:18]=[CH:17][C:13]([CH2:14][OH:15])=[CH:12][C:11]=1[C@@H:19]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH2:20][CH2:21][N:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 16684438Red-AlHCID 66738888HCID 66738888, compound2×

Product 1

HCID 15434420HCID 15434420, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g (R)-4-benzyloxy-3-(3-diisopropylamino-1-phenylpropyl)-benzoic acid hydrochloride of formula (G) was added in 10 ml toluene followed by slow addition of 3.2 g Vitride in above solution at 0° C. to 5° C. within 15 minutes. Further 20% HCl solution was added and toluene layer washed with water. Distillation of toluene layer afforded the title compound as (R)-[4-benzyloxy-3-(3-diisopropylamino-1-phenylpropyl)-phenyl]-methanol of formula (H).

Workup

  1. washtoluene layer washed with water
  2. distillationDistillation of toluene layer

Sources & evidence

ORD record
ord-9643314e5f574c519c081bb7abf277db
Source dataset
uspto-grants-2015_04
Patent number
US09012678B2

Reaction notes

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