Sodium Hydroxide → HCID 12306959, compound

HRID 1482262Notes

Reaction equation

HRID 1482262 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[C:12]2[O:11]C(=O)[S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1>C(O)C>[SH:9][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:3])[C:12]=1[OH:11]

Participants

4

Conditions

Temperature
60 °C

Procedure

A 2 N aqueous sodium hydroxide solution (15 ml) was added to a solution of 7-methylbenzo[d][1,3]oxathiol-2-one (Compound 102) (2.34 g, 14.44 mmol) in ethanol (15 ml), and the mixture was stirred at 60° C. for 1 hour. The reaction mixture was then quenched by adding concentrated hydrochloric acid thereto at 0° C., after which the mixture was extracted with ethyl acetate and the organic layer was washed with water. The organic extract was then dried over sodium sulfate to afford 2-mercapto-6-methylphenol (Compound 103) (1.90 g). This compound was used in the next step without further purification.

Workup

  1. customThe reaction mixture was then quenched
  2. additionby adding concentrated hydrochloric acid
  3. extractionat 0° C., after which the mixture was extracted with ethyl acetate
  4. washthe organic layer was washed with water
  5. extractionThe organic extract
  6. dry with materialwas then dried over sodium sulfate

Sources & evidence

ORD record
ord-124deb9131124508b2269928ba6f9c64
Source dataset
uspto-grants-2016_08
Patent number
US09409952B2

Reaction notes

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