Water → HCID 21495287, compound

HRID 1731138Notes

Reaction equation

HRID 1731138 reaction equation
[CH3:1][N:2]([CH3:20])[C:3](=O)[CH2:4][C:5]1([CH3:18])[C:10]2[CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[C:9]=2[CH2:8][CH2:7][S:6]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[H-].O>CCOCC>[CH3:20][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1([CH3:18])[C:10]2[CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[C:9]=2[CH2:8][CH2:7][S:6]1

Participants

6

Reactant 4

HCID 962WaterHCID 166653HydrideHCID 21226445Aluminium lithium hydrideHCID 21495306N,N-Dimethyl-2-(1-methyl-1,3,4,9-tetrahydroindeno[2,1-c]thiopyran-1-yl)acetamide

Product 1

HCID 21495287HCID 21495287, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The amide, N,N,1-trimethyl-1,3,4,9-tetrahydroindeno[2,1-c]thiopyran-1-acetamide (2.7 g), described in Example 196, in anhydrous ether (200 ml) is added dropwise to a stirred suspension of lithium alumimum hydride (1.0 g) in 100 ml of anhydrous ether. The mixture is stirred at room temperature for 30 min. Excess hydride is decomposed with water (4 ml). The mixture is filtered. The filtrate is dried (MgSO4) and concentrated to give the title compound, nmr (CDCl3), 1.45 (s, 3H), 3.50 (m, 2H), 7.32 (m, 4H).

Workup

  1. filtrationThe mixture is filtered
  2. dry with materialThe filtrate is dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4e6531f388844c5f9876ce23a78da4e6
Source dataset
uspto-grants-1976_11
Patent number
US03995052

Reaction notes

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