Sodium Iodide → Dimethyl 3-(3-bromo-5-thienylmethoxy)phthalate

HRID 49356노트

반응식

[Br:1][C:2]1[CH:6]=[C:5]([CH2:7][OH:8])[S:4][CH:3]=1.C(N(CC)CC)C.CS(Cl)(=O)=O.[I-].[Na+].C(=O)([O-])[O-].[K+].[K+].O[C:30]1[CH:31]=[C:32]([C:40]([O:42][CH3:43])=[O:41])[C:33](=[CH:38][CH:39]=1)[C:34]([O:36][CH3:37])=[O:35]>>[Br:1][C:2]1[CH:6]=[C:5]([CH2:7][O:8][C:38]2[CH:39]=[CH:30][CH:31]=[C:32]([C:40]([O:42][CH3:43])=[O:41])[C:33]=2[C:34]([O:36][CH3:37])=[O:35])[S:4][CH:3]=1

참가 물질

반응물 6

HCID 5238Sodium Iodide

HCID 8471Triethylamine

HCID 11430Potassium Carbonate

HCID 31297Methanesulfonyl chloride

HCID 89726Dimethyl 4-hydroxyphthalate

HCID 2795484(4-Bromo-2-thienyl)methanol

생성물 1

HCID 20636310Dimethyl 3-(3-bromo-5-thienylmethoxy)phthalate

실험 절차

In a manner similar to that of Example 9(i), by reaction of 20 g (103 mmol) of (3-bromo-5-thienyl)methanol with 21.6 mL (155 mmol) of triethylamine and 8.8 mL (114 mmol) of methanesulphonyl chloride, followed by 500 mg (3.5 mmol) of sodium iodide, 14.3 g (103 mmol) of potassium carbonate and 21.7 g (103 mmol) of dimethyl 4-hydroxyphthalate, the desired product is obtained in the form of orange-coloured crystals (m.p.=65° C.; m=27 g; Y=74%).

출처 및 근거

ORD 기록: ord-9b468566bda74a27be4e1a0648ec4d38
출처 데이터셋: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06706725B1

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