Tetrahydrofuran → HCID 12917378, compound

HRID 2420164Notes

Reaction equation

HRID 2420164 reaction equation
O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[O:21][CH2:22][CH:23]2[O:28][CH2:27][C:26](=O)[N:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:24]2)[CH:14]=[CH:13]1.[OH-].[Na+]>O>[CH2:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[O:21][CH2:22][CH:23]2[O:28][CH2:27][CH2:26][N:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:24]2)[CH:14]=[CH:13]1

Participants

6

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 14798Sodium HydroxideHCID 12917369HCID 12917369, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 12917378HCID 12917378, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In 200 ml. of anhydrous tetrahydrofuran was suspended 3.0 g. of lithium aluminum hydride and after adding slowly to the suspension with stirring a solution prepared by dissolving 14.5 g. of 2-(7-indenyloxymethyl)-4-phenylmorpholin -5-one in 100 ml. of anhydrous tetrahydrofuran, the mixture was stirred overnight at room temperature. To the reaction mixture obtained were added successively 3 ml. of water, 3 ml. of a 15% sodium hydroxide aqueous solution, and then 9 ml. of water to decompose excessive lithium aluminum hydride. Then, by treating the solution in a similar manner as in Example 7-(b), 10.6 g. of oily 2-(7-indenyloxymethyl)-4-phenylmorpholine was obtained.

Workup

  1. customprepared
  2. dissolutionby dissolving 14.5 g
  3. customTo the reaction mixture obtained
  4. additionwere added successively 3 ml
  5. additionThen, by treating the solution in a similar manner as in Example 7-(b), 10.6 g

Sources & evidence

ORD record
ord-65b0efb5672c4336a9270100620de9af
Source dataset
uspto-grants-1978_08
Patent number
US04109088

Reaction notes

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