Diisobutylaluminumhydride → HCID 57315978, compound

HRID 1657021Notes

Reaction equation

HRID 1657021 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[OH:11][CH2:12][C:13]1[NH:14][C:15]2[C:20]([C:21]=1[CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:31][CH:30]=[C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:28][CH2:27]1)=[CH:19][CH:18]=[C:17]([O:38]C)[CH:16]=2>C1(C)C=CC=CC=1>[OH:11][CH2:12][C:13]1[NH:14][C:15]2[C:20]([C:21]=1[CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:27][CH:28]=[C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:30][CH2:31]1)=[CH:19][CH:18]=[C:17]([OH:38])[CH:16]=2

Participants

4

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 57220266HCID 57220266, compound

Product 1

HCID 57315978HCID 57315978, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 1.5 g of diisobutylaluminiumhydride in 15 ml of toluene is added with cooling and stirring to a suspension of 3.9 g of 2-hydroxymethyl-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-butyl]-6-methoxy-indole in 400 ml of toluene. The mixture is warmed to room temperature, refluxed for 3 hours with stirring, cooled and worked up in the usual manner. 2-Hydroxymethyl-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridyl)-butyl]-6-hydroxy-indole is obtained.

Workup

  1. temperaturewith cooling
  2. temperaturerefluxed for 3 hours
  3. temperaturecooled

Sources & evidence

ORD record
ord-6d96bfa254e2449697847682f1081ff1
Source dataset
uspto-grants-1993_10
Patent number
US05256673

Reaction notes

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