Hydrochloric Acid → HCID 67212441, compound

HRID 519317Notes

Reaction equation

HRID 519317 reaction equation
[CH3:1][N:2]1[CH:7]2[CH2:8][O:9][CH2:10][CH:3]1[CH2:4][N:5](S(C1C=CC=CC=1)(=O)=O)[CH2:6]2.[H-].[H-].[H-].[H-].[Li+].[Al+3].[ClH:26]>C1(C)C=CC=CC=1.C1COCC1>[ClH:26].[CH3:1][N:2]1[CH:7]2[CH2:8][O:9][CH2:10][CH:3]1[CH2:4][NH:5][CH2:6]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 67212526HCID 67212526, compound

Product 1

HCID 67212441HCID 67212441, compoundYield 84.5%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 112g (1.5g, 5.3 mmol) in a mixture of toluene (15 ml) and THF (15 ml) was added LiAlH4 (0.42g, 10.8 mmol). The reaction mixture was heated at 110° C. overnight. Then it was poured into HCl (2 mol). The organic layer was partitioned and the water layer was evaporated to dryness and dissolved in methanol. The resulting suspension was filtered and the filtrate was evaporated to give 112h (800 mg, 43%) as a colorless oil. MS: [M+H]+: 143

Workup

  1. customThe organic layer was partitioned
  2. customthe water layer was evaporated to dryness
  3. dissolutiondissolved in methanol
  4. filtrationThe resulting suspension was filtered
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-000c438b5217497ab83cd12b691cc053
Source dataset
uspto-grants-2015_08
Patent number
US09115152B2

Reaction notes

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