Carbonic acid sodium salt (1:2) → 3-联苯甲醇

HRID 440960

反应方程式

HRID 440960 反应方程式
Br[C:2]1[CH:3]=[C:4]([CH2:8][OH:9])[CH:5]=[CH:6][CH:7]=1.[C:10]1(B(O)O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:10]1([C:2]2[CH:3]=[C:4]([CH2:8][OH:9])[CH:5]=[CH:6][CH:7]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参与物

6

反应物 3

HCID 10340Carbonic acid sodium salt (1:2)HCID 66827苯硼酸HCID 851413-溴苯甲醇2 次

产物 1

HCID 6035563-联苯甲醇收率 129.7%

试剂、催化剂与溶剂 2

HCID 178418397HCID 178418397，化合物催化剂HCID 1140甲苯溶剂

实验过程

This compound was prepared in a manner analogous to that of Example 4, Step B, using 10.0 grams (0.054 mole) of 3-bromophenyl-methanol, 7.2 grams (0.059 mole) of phenylboronic acid, 0.25 gram (catalyst) of tetrakis(triphenylphosphine)palladium(0), and 66 mL (0.135 mole) of aqueous 2M sodium carbonate in 50 mL of toluene. The crude product from this reaction was combined with a previous smaller run conducted on 4.6 grams (0.020 mole) of 3-bromophenylmethanol. The combination was subjected to column chromatography on silica gel. Elution was accomplished using 20:1 methylene chloride and ethyl acetate. The appropriate fractions were combined and concentrated under reduced pressure, yielding 12.9 grams of 3-phenylphenylmethanol. The NMR spectrum was consistent with the proposed structure.

后处理

  1. customThis compound was prepared in a manner analogous to that of Example 4, Step B
  2. washElution
  3. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-b012974f31cf4627bfc0e05e0e25d673
来源数据集
uspto-grants-1996_05
专利号
US05521192

关联笔记

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