Hydrochloric Acid → HCID 85881518, compound

HRID 2415456Notes

Reaction equation

HRID 2415456 reaction equation
[N:1](OCCC(C)C)=[O:2].[F:9][C:10]1[CH:27]=[CH:26][C:13]([CH2:14][O:15][C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[C:21](=[O:25])[CH2:20][CH2:19]3)=[CH:12][CH:11]=1.Cl>>[F:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:14][O:15][C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[C:21](=[O:25])[C:20](=[N:1][OH:2])[CH2:19]3)=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl Nitrite2×HCID 22641889HCID 22641889, compound

Product 1

HCID 85881518HCID 85881518, compound

Procedure

Isoamyl nitrite (4.05 mL, 29.2 mmol) was added to a suspension of 5-(4-fluoro-benzyloxy)-indan-1-one (15 g, 58.5 mmol) in methyl cellulose (210 mL) and HCl (conc) (15.6 mL, 187 mmol) at room temperature. After some minutes (−10) a solid appears and another portion of the isoamyl nitrite (4.05 mL, 29.2 mol) was added. The mixture was stirred for further 30 minutes, poured on ice water and the product was filtrated, washed well with water and diluted EtOH and dried at the pump (15.2 g, 91%). MS: m/e =284.1 (M−H).

Workup

  1. additionpoured on ice water
  2. filtrationthe product was filtrated
  3. washwashed well with water and diluted EtOH
  4. customdried at the pump (15.2 g, 91%)

Sources & evidence

ORD record
ord-a4ada4ffd6b04996bb2d4fb95f53eb7a
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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