Methanol → 1-Hydroxymethyl-1-ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine

HRID 441956Notes

Reaction equation

HRID 441956 reaction equation
C([O:4][CH2:5][C:6]1([CH2:23][CH3:24])[CH:15]2[N:10]([CH2:11][CH2:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][C:14]=32)[CH2:9][CH2:8][CH2:7]1)(=O)C.CO.[OH-].[Na+]>O>[OH:4][CH2:5][C:6]1([CH2:23][CH3:24])[CH:15]2[N:10]([CH2:11][CH2:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][C:14]=32)[CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 14538666HCID 14538666, compound

Product 1

HCID 658931-Hydroxymethyl-1-ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1.50 g. (4.6 mmoles) of 1-acetoxymethyl-1-ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine are dissolved in 15 ml. of methanol, and a solution of 0.40 g. (10 mmoles) of sodium hydroxide in 4 ml. of distilled water is added. The mixture is refluxed for 45 minutes, then diluted with 30 ml. of distilled water. The separated crystals are filtered off and washed with distilled water. 1.05 g. of the title compound are obtained; m.o.: 230°-233° C.

Workup

  1. temperatureThe mixture is refluxed for 45 minutes
  2. additiondiluted with 30 ml
  3. filtrationThe separated crystals are filtered off
  4. washwashed with distilled water

Sources & evidence

ORD record
ord-8dd2e4581c9a4b8fa0e65890ed1e71f5
Source dataset
uspto-grants-1977_08
Patent number
US04044012

Reaction notes

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