Hydrochloric Acid → 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid

HRID 415706노트

반응식

HRID 415706 반응식
C[O:2][C:3](=[O:35])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=2[N:20]([CH2:30][CH:31]([CH3:33])[CH3:32])[S:21]([C:24]2[O:25][C:26]([CH3:29])=[CH:27][CH:28]=2)(=[O:23])=[O:22])=[C:6]([CH3:34])[CH:5]=1.Cl.C(OCC)(=O)C.O>O1CCOCC1.[OH-].[Na+].CO>[CH3:34][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[CH2:10][O:11][C:12]1[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=1[N:20]([CH2:30][CH:31]([CH3:33])[CH3:32])[S:21]([C:24]1[O:25][C:26]([CH3:29])=[CH:27][CH:28]=1)(=[O:23])=[O:22])[C:3]([OH:35])=[O:2]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 22728543Water ethylacetateHCID 588918933-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl Ester

생성물 1

HCID 102998023-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid수율 91.4%

시약·촉매·용매 3

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic acid methyl ester prepared in Example 1 (850 mg) in dioxane (10 ml), 2N aqueous sodium hydroxide (2.5 ml) and methanol (4 ml) were added, and the mixture was stirred for 30 hours at room temperature. To the mixture, 2N hydrochloric acid was added, then ethyl acetate-water (30 ml-15 ml) was also added. The organic layer was washed, dried and concentrated under reduced pressure. The residue was dissolved in hot ethanol (40 ml) and added by hot water (40 ml), then allowed to cool. Precipitation was filtrated, and dried to give the title compound (755 mg) having the following physical data.

후처리

  1. washThe organic layer was washed
  2. customdried
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in hot ethanol (40 ml)
  5. additionadded by hot water (40 ml)
  6. temperatureto cool
  7. customPrecipitation
  8. filtrationwas filtrated
  9. customdried

출처 및 근거

ORD 기록
ord-e94930e5242a44a189fc178b1335d6fd
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088802B2

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