4-tert-Butyl-3-methoxybenzoic acid → 1206775-43-0

HRID 1517528ノート

反応式

HRID 1517528 の反応式
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[O:14][CH3:15])([CH3:4])([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH2:9][OH:10])=[CH:7][C:6]=1[O:14][CH3:15])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 127397584-tert-Butyl-3-methoxybenzoic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 534014571206775-43-0収率 100.1%

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

Preparation of 26—To a solution of 4-tert-butyl-3-methoxy-benzoic acid (3 g, 14.4 mmol, CASRN 79822-46-1) and THF (60 mL) cooled to 0° C. was added a solution of LiAlH4 in THF (29 mL, 28.8 mmol, 1M THF solution). The reaction was stirred overnight at RT then quenched by dropwise addition of aqueous THF (1.1 mL of water in 10 mL of THF) followed by 1.1 mL of 15% NaOH and then 3.3 mL of water. The reaction was stirred for 1 h then solid Na2SO4 was added and the resulting suspension stirred overnight, filtered through a pad of CELITE, and evaporated to afford 2.8 g of 4-tert-butyl-3-methoxy-benzyl alcohol.

後処理

  1. customthen quenched by dropwise addition of aqueous THF (1.1 mL of water in 10 mL of THF)
  2. stirringThe reaction was stirred for 1 h
  3. additionsolid Na2SO4 was added
  4. stirringthe resulting suspension stirred overnight
  5. filtrationfiltered through a pad of CELITE
  6. customevaporated

出典と根拠

ORDレコード
ord-b7106af81a554c499723c24c022eb1be
出典データセット
uspto-grants-2012_07
特許番号
US08232271B2

反応ノート

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