1-Chloro-3,4-dihydronaphthalene-2-carboxaldehyde → (1-Chloro-3,4-dihydronaphthalen-2-yl)methanol

HRID 330268

反応式

HRID 330268 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:5]=1[CH:14]=[O:15]>CO.C1COCC1>[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][C:5]=1[CH2:14][OH:15]

参加物

5

反応物 2

HCID 767521-Chloro-3,4-dihydronaphthalene-2-carboxaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 14819335(1-Chloro-3,4-dihydronaphthalen-2-yl)methanol収率 102.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of sodium borohydride (2.83 g, 0.075 mol) in methanol (150 mL) at 0° C., was added dropwise a solution of 1-chloro-2-formyl-3,4-dihydronaphthalene (9.59 g, 0.05 mol) in dry THF (150 mL). The reaction was stirred at room temperature for 1 hour, carbon dioxide was cautiously bubbled through the reaction mixture for 15 minutes, and the resulting mixture was concentrated under reduced pressure. The residue was diluted with water (150 mL), extracted with ether (3×150 mL), dried (MgSO4) and concentrated to give 9.95 g (102%) of product as a yellow oil.

後処理

  1. customcarbon dioxide was cautiously bubbled through the reaction mixture for 15 minutes
  2. concentrationthe resulting mixture was concentrated under reduced pressure
  3. additionThe residue was diluted with water (150 mL)
  4. extractionextracted with ether (3×150 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a203c78374d04dca998de492e3dae3ff
出典データセット
uspto-grants-1990_01
特許番号
US04895860

関連ノート

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