1-[3-(1,3-Dioxolan-2-yl)benzyl]-7-cyanomethoxyindole → 1-(3-Formylbenzyl)-7-cyanomethoxyindole

HRID 1198552

Reaction equation

HRID 1198552 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:7]=[C:8]([CH:23]=[CH:24][CH:25]=1)[CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[O:19][CH2:20][C:21]#[N:22])[CH:12]=[CH:11]1>O1CCCC1.Cl.O>[CH:2]([C:6]1[CH:7]=[C:8]([CH:23]=[CH:24][CH:25]=1)[CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[O:19][CH2:20][C:21]#[N:22])[CH:12]=[CH:11]1)=[O:1]

Participants

5

Reactant 1

HCID 191026031-[3-(1,3-Dioxolan-2-yl)benzyl]-7-cyanomethoxyindole

Product 1

HCID 191026021-(3-Formylbenzyl)-7-cyanomethoxyindole

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-[3-(1,3-dioxolan-2-yl)benzyl]-7-cyanomethoxyindole (50 mg., 0.15 mmol) in tetrahydrofuran (1 ml) and 2M hydrochloric acid (0.5 ml) was stirred at room temperature for 1 hour, diluted with water and extracted with ethyl acetate. The extract was dried and evaporated to a dark oil.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe extract was dried
  3. customevaporated to a dark oil

Sources & evidence

ORD record
ord-4eacd652e3ad4561be202fad9bfb3a9f
Source dataset
uspto-grants-1994_01
Patent number
US05281593

Linked notes

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