Hydrochloric Acid → (4-Bromo-3,5-dimethoxyphenyl)methanol

HRID 1454116ノート

反応式

HRID 1454116 の反応式
[Cl-].[Ca+2].[Cl-].[Br:4][C:5]1[C:14]([O:15][CH3:16])=[CH:13][C:8]([C:9](OC)=[O:10])=[CH:7][C:6]=1[O:17][CH3:18].[BH4-].[Na+].Cl>C(O)C.O1CCCC1>[Br:4][C:5]1[C:14]([O:15][CH3:16])=[CH:13][C:8]([CH2:9][OH:10])=[CH:7][C:6]=1[O:17][CH3:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 117713Methyl 4-bromo-3,5-dimethoxybenzoateHCID 4311764Sodium borohydrideHCID 5284359Calcium Chloride

生成物 1

HCID 11149289(4-Bromo-3,5-dimethoxyphenyl)methanol収率 96.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of calcium chloride (46.5 kg) in ethanol (336 L) were added tetrahydrofuran (672 L) and methyl 4-bromo-3,5-dimethoxybenzoate (96.0 kg) to obtain a suspension. To the suspension was added sodium borohydride (31.7 kg) by portions at room temperature, and the mixture was stirred for about 9 hours at temperature of room temperature to 45° C. The reaction mixture was added dropwise to aqueous HCl solution and stirred for about 16 hours at room temperature. Organic solvent was removed in vacuo, and water (1440 L) was added to the residue and stirred for 1 hour at 50° C. After cooling, the crystalline precipitates were collected by filtration and dried to yield 4-bromo-3,5-dimethoxybenzyl alcohol (83.3 kg) as colorless crystals.

後処理

  1. customto obtain a suspension
  2. stirringstirred for about 16 hours at room temperature
  3. customOrganic solvent was removed in vacuo, and water (1440 L)
  4. additionwas added to the residue
  5. stirringstirred for 1 hour at 50° C
  6. temperatureAfter cooling
  7. customthe crystalline precipitates
  8. filtrationwere collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-dd70d7dcf4774a7dbebf137adfd17021
出典データセット
uspto-grants-2009_01
特許番号
US07476758B2

反応ノート

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