Hydrochloric Acid → HCID 69007524, compound

HRID 1432045Notes

Reaction equation

HRID 1432045 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][C:8]1[CH:9]=[C:10]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][CH2:22][C:23](O)=[O:24])[CH:11]=[CH:12][CH:13]=1.O.Cl>CCOCC>[F:7][C:8]1[CH:9]=[C:10]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:21][CH2:22][CH2:23][OH:24])[CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 21226445Aluminium lithium hydride2×HCID 69008581HCID 69008581, compound

Product 1

HCID 69007524HCID 69007524, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

LiAlH4 (46 mg, 1.22 mmol) was suspended in ether (1.7 mL). A solution of 3-[2-(3-fluoro-phenylsulfanyl)-phenyl]-propionic acid (2.6 g, 0.94 mmol) in ether (1.7 mL) was added slowly. The reaction was stirred for 4 h at room temperature. Excess LiAlH4 was hydrolysed with water. The mixture was made acidic using HCl (4N). Ether (20 mL) was added. The two phases were separated and the organic phase was washed with NaOH (2N) and then with water. The organic phase was dried (MgSO4), filtered and evaporated. Yield: 0.14 g, 55%.

Workup

  1. customThe two phases were separated
  2. washthe organic phase was washed with NaOH (2N)
  3. dry with materialThe organic phase was dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-7c1f6afbc3274c338042c010126e833d
Source dataset
uspto-grants-2009_11
Patent number
US07612068B2

Reaction notes

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