Sodium Hydroxide → 4-Methyl-2-(2-phenylthiazol-4-yl)pentanoic acid

HRID 1060741노트

반응식

HRID 1060741 반응식
[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([C:10]1[N:11]=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[S:13][CH:14]=1)[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>CO>[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([C:10]1[N:11]=[C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[S:13][CH:14]=1)[C:5]([OH:7])=[O:6]

참가 물질

4

반응물 2

HCID 14798Sodium Hydroxide2회HCID 18628735Ethyl 4-methyl-2-(2-phenylthiazol-4-yl)pentanoate

생성물 1

HCID 110766664-Methyl-2-(2-phenylthiazol-4-yl)pentanoic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution comprised of the ethyl 4-methyl-2-(2-phenylthiazol-4-yl)pentanoate in methanol (5 mL) was treated with sodium hydroxide (0.1 gm, 2 mmol). The mixture was stirred for 4 hours, basified with 0.1 M sodium hydroxide solution, washed with ethyl acetate (10 mL), acidified and extracted with ethyl acetate (50 mL). The extract was washed with water, dried (MgSO4) and concentrated. Product was purified from the residue by flash chromatography on silica gel (60° A) with 33% ethyl acetate in hexane as an eluent to provide 4-methyl-2-(2-phenylthiazol-4-yl)pentanoic acid (200 mg, 1.44 mmol). Rf 0.41. 1H NMR (DMSO-d6): 1.01 (m, 6H), 1.61-1.79 (m, 3H), 3.63 (m, 1H), 7.04 (d, 1H), 7.22-7.34 (m, 5H). LCMS: 276.1 (M+H+).

후처리

  1. washwashed with ethyl acetate (10 mL)
  2. extractionextracted with ethyl acetate (50 mL)
  3. washThe extract was washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customProduct was purified from the residue by flash chromatography on silica gel (60° A) with 33% ethyl acetate in hexane as an eluent

출처 및 근거

ORD 기록
ord-aa95c1d0df4d472289e746f25d40dd93
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525036B2

반응 노트

불러오는 중…