Hydrochloric Acid → HCID 18415111, 화합물

HRID 991978노트

반응식

HRID 991978 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:22])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([CH:19]([CH3:21])[CH3:20])[CH:13]=1)[C:5](O)=[O:6].B([O-])[O-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C(Br)C.Cl>C(Cl)Cl.O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:22])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([CH:19]([CH3:20])[CH3:21])[CH:13]=1)[CH2:5][OH:6]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6332Ethyl BromideHCID 9932398HCID 9932398, 화합물HCID 178449041HCID 178449041, 화합물

생성물 1

HCID 18415111HCID 18415111, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3,5-dibromo-4-(4-hydroxy-3-isopropylphenoxy)benzoic acid (Example 1(c) (1.0 g, 3.3 mmol), tetrabutylammonium boronate (2.6 g, 9.9 mmol) and ethylbromide (1.0 ml, 13.2 mmol) in 25 ml of CH2Cl2 and 10 ml of tetrahydrofuran was stirred at room temperature over night. The reaction mixture was treated with 1M HCl and extracted several times with EtOAc. The combined organic phases were washed once with water followed by a saturated solution of NaCl. After drying over MgSO4, filtration and evaporation, the residue was purified by column chromathography (silica gel, 7:3 p-ether/EtOAc). This gave 0.922 g (98%) of 3,5-dibromo-4-(4-hydroxy-3-isopropylphenoxy) benzyl-alcohol.

후처리

  1. extractionextracted several times with EtOAc
  2. washThe combined organic phases were washed once with water
  3. dry with materialAfter drying over MgSO4, filtration and evaporation
  4. customthe residue was purified by column chromathography (silica gel, 7:3 p-ether/EtOAc)

출처 및 근거

ORD 기록
ord-fdab3f2131fd47e7bec390ade8516305
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465687B1

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