Benzoic Acid → HCID 67205227, compound

HRID 1406590Notes

Reaction equation

HRID 1406590 reaction equation
[O:1]=[S:2]1(=[O:16])[CH2:6][CH2:5][C@H:4]([NH:7]C(=O)C2C=CC=CC=2)[CH2:3]1.C(O)(=O)C1C=CC=CC=1.[ClH:26]>>[ClH:26].[S:2]1(=[O:16])(=[O:1])[CH2:6][CH2:5][C@H:4]([NH2:7])[CH2:3]1

Participants

4

Reactant 3

HCID 243Benzoic AcidHCID 313Hydrochloric AcidHCID 40634626HCID 40634626, compound

Product 1

HCID 67205227HCID 67205227, compound

Conditions

Temperature
130 °C

Procedure

(S)-(−)-N-(1,1-dioxidotetrahydrothiophen-3-yl)benzamide (I6a) (7.08 g) was suspended in aqueous 5M HCl (250 mL). The mixture was heated at 130° C. for 13 hours. After cooling in an ice-bath solid benzoic acid was removed by filtration and washed with 1M aqueous HCl, the combined filtrates were evaporated to dryness. The residue was re-suspended in 1,4-dioxane (40 mL), the colourless solid subtitle compound was isolated by filtration, washed with dioxane (10 mL) and dried to constant weight. Yield 4.99 g (98%).

Workup

  1. customwas removed by filtration
  2. washwashed with 1M aqueous HCl
  3. customthe combined filtrates were evaporated to dryness

Sources & evidence

ORD record
ord-f4924419106c45d19867cdbc6f64cf6b
Source dataset
uspto-grants-2014_12
Patent number
US08916600B2

Reaction notes

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