Sulfuric Acid → HCID 20243404, compound

HRID 482806Notes

Reaction equation

HRID 482806 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:6][C:5]2[CH:7]=[CH:8][C:9]([Li])=[C:10]([O:11][CH3:12])[C:4]=2[O:3]1.[Cl:15]N1C(=O)CCC1=O.S(=O)(=O)(O)O>>[Cl:15][C:9]1[CH:8]=[CH:7][C:5]2[CH2:6][C:2]([CH3:14])([CH3:1])[O:3][C:4]=2[C:10]=1[O:11][CH3:12]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 31398ChlorosuccinimideHCID 178506652HCID 178506652, compound

Product 1

HCID 20243404HCID 20243404, compound

Procedure

A suspension containing 2,3-dihydro-2,2-dimethyl-6-lithio-7-methoxybenzofuran is prepared as described in Example 1. The suspension is cooled in an ice-water bath and 13.3 g of N-chlorosuccinimide is added. The suspension is stirred at room temperature for eight hours and then acidified with cold aqueous sulfuric acid. The organic phase is separated, washed with water saturated with sodium chloride, then dried over sodium sulfate. The solvent is evaporated to give crude 6-chloro-2,3-dihydro-2,2-dimethyl-7-methoxybenzofuran.

Workup

  1. customis prepared
  2. temperatureThe suspension is cooled in an ice-water bath
  3. customThe organic phase is separated
  4. washwashed with water saturated with sodium chloride
  5. dry with materialdried over sodium sulfate
  6. customThe solvent is evaporated

Sources & evidence

ORD record
ord-97609bae9f184f7983f4672e99eb1df5
Source dataset
uspto-grants-1986_03
Patent number
US04576632

Reaction notes

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