Tetrahydrofuran → Benzoic acid, 4-hexyl-, methyl ester

HRID 1795375

반응식

HRID 1795375 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7](Cl)=[CH:6][CH:5]=1.C1COCC1.[CH2:17]([Mg]Br)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>CN1CCCC1=O>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14307Methyl 4-chlorobenzoateHCID 178444609HCID 178444609, 화합물

생성물 1

HCID 591633Benzoic acid, 4-hexyl-, methyl ester수율 90%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A flame-dried two-necked flask is charged under argon with 4-chlorobenzoic acid methyl ester (0.5 g, 2.93 mmol), FeCl2 (19 mg, 0.15 mmol), THF (7 mL) and N-methylpyrrolidone (NMP, 1 mL). A solution of n-hexylmagnesium bromide (2M in Et2O, 1.9 mL, 3.8 mmol) is added via syringe to the resulting red solution, causing an immediate color change to dark brown and finally to violet. The resulting mixture is stirred for 5 min. Work-up as described above provides 4-hexylbenzoic acid methyl ester as a colorless syrup (90%). The spectroscopic and analytical data are identical to those compiled above.

출처 및 근거

ORD 기록
ord-c06d75318af34b4e8de8eb8da5585337
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026478B2

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