Methanol → Methyl 5-(tert-butyl)-4-hydroxy-2-methylbenzoate

반응식

[C:1]([C:5]1[C:6]([O:15]COCCOC)=[CH:7][C:8]([CH3:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])([CH3:4])([CH3:3])[CH3:2].[CH3:22]O>>[CH3:22][O:12][C:10](=[O:11])[C:9]1[CH:13]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]([OH:15])=[CH:7][C:8]=1[CH3:14]

참가 물질

반응물 2

HCID 887Methanol

HCID 540668455-tert-Butyl-4-(2-methoxy-ethoxymethoxy)-2-methyl benzoic acid

생성물 1

HCID 10632819Methyl 5-(tert-butyl)-4-hydroxy-2-methylbenzoate

실험 절차

A solution of 5-tert-butyl-4-(2-methoxy-ethoxymethoxy)-2-methyl benzoic acid from Example AAA (20.9 g, 70.5 mmol), MeOH (150 mL), and H2 SO4 (10 mL) was refluxed for 5 hours and stirred overnight at room temperature. The mixture was concentrated by half, diluted with H2O, and extracted with EtOAc. The combined extracts were washed with brine, dried (MgSO4), and concentrated to give the title compound. 1H NMR (CDCl3) δ 1.36 (s, 9 H), 2.48 (s, 3 H), 3.82 (s, 3 H), 6.48 (s, 1 H), 7.87 (s, 1 H).

후처리

customwas refluxed for 5 hours
concentrationThe mixture was concentrated by half
additiondiluted with H2O
extractionextracted with EtOAc
washThe combined extracts were washed with brine
dry with materialdried (MgSO4)
concentrationconcentrated

출처 및 근거

ORD 기록: ord-0d36a1b7f1744ed29db2081aac03dc59
출처 데이터셋: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05834506

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