Borane → (4-(Phenoxymethyl)phenyl)methanol

HRID 1827961ノート

反応式

HRID 1827961 の反応式
[O:1]([CH2:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B>O1CCCC1>[O:1]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][OH:14])=[CH:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6331BoraneHCID 7372674-(Phenoxymethyl)benzoic acid

生成物 1

HCID 11333367(4-(Phenoxymethyl)phenyl)methanol収率 90.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

4-Phenoxymethylbenzoic acid 3 (3.424 g, 15.0 mmol) was dissolved in tetrahydrofuran (THF) (50 ml) and cooled to 0° C. A solution of borane in THF (33 ml, 33.0 mmol) was added dropwise at 0° C. The solution was then allowed to warm to room temperature and stir overnight. The mixture was then quenched with water, aqueous NaOH was added, and stirred for 30 min. The solution was then acidified with dilute HCl and extracted. The extracts were dried, concentrated, and purified by chromatography to give about 2.9 g of crystalline 4-phenoxymethylphenylmethanol 4.

後処理

  1. temperatureto warm to room temperature
  2. customThe mixture was then quenched with water, aqueous NaOH
  3. additionwas added
  4. stirringstirred for 30 min
  5. extractionextracted
  6. customThe extracts were dried
  7. concentrationconcentrated
  8. custompurified by chromatography

出典と根拠

ORDレコード
ord-2ac7a51c2841413a803e6f8ff2583aa5
出典データセット
uspto-grants-2006_06
特許番号
US07056903B2

反応ノート

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