Hydrochloric Acid → HCID 20228203, compound

HRID 1731641Notes

Reaction equation

HRID 1731641 reaction equation
O=[C:2]1[C:22]2[C:9]3[CH2:10][CH2:11][C:12]4[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][C:13]=4[S:14][C:8]=3[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.Cl>[Zn].C(O)(=O)C>[CH2:2]1[C:22]2[C:9]3[CH2:10][CH2:11][C:12]4[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][C:13]=4[S:14][C:8]=3[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13746717HCID 13746717, compound

Product 1

HCID 20228203HCID 20228203, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

1-Oxo-2,3,11,12-tetrahydro-1H-benzo[b]indeno[4,5-f]thiepin-8-carboxylic acid (50 mg; 0.16 mmole) was added in portions over a 3/4 hour period to a refluxing mixture of acetic acid (4 ml), concentrated hydrochloric acid (0.3 ml) and amalgamated "mossy" zinc (220 mg) under argon. After a further 3 hours under reflux no oxo-acid remained. The reaction mixture was filtered, evaporated to a small volume and diluted with a little water to afford 43 mg of the title compound.

Workup

  1. temperatureAfter a further 3 hours under reflux no oxo-acid
  2. filtrationThe reaction mixture was filtered
  3. customevaporated to a small volume
  4. additiondiluted with a little water

Sources & evidence

ORD record
ord-bef6a4b5bc7443218f16ac7a1d749309
Source dataset
uspto-grants-1986_11
Patent number
US04622403

Reaction notes

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