Hydrochloric Acid → HCID 18415111、化合物

HRID 991978ノート

反応式

HRID 991978 の反応式
[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]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6332Ethyl BromideHCID 9932398HCID 9932398、化合物HCID 178449041HCID 178449041、化合物

生成物 1

HCID 18415111HCID 18415111、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-fdab3f2131fd47e7bec390ade8516305
出典データセット
uspto-grants-2002_10
特許番号
US06465687B1

反応ノート

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