Hydrochloric Acid → [2-Bromo-5-(hydroxymethyl)phenyl]methanol

HRID 585336노트

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HRID 585336 반응식
C([O:4][CH2:5][C:6]1[CH:11]=[C:10]([CH2:12][O:13]C(=O)C)[CH:9]=[CH:8][C:7]=1[Br:17])(=O)C.C(OCC1C=CC=C(COC(=O)C)C=1Br)(=O)C.[OH-].[Na+].Cl>CO.C1(C)C=CC=CC=1>[OH:4][CH2:5][C:6]1[CH:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][C:7]=1[Br:17]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 99482912,4-Bis(acetoxymethyl)bromobenzeneHCID 223406402,6-Bis(acetoxymethyl)bromobenzene

생성물 1

HCID 12968884[2-Bromo-5-(hydroxymethyl)phenyl]methanol수율 83.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

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온도
10 °C

실험 절차

An about 93:7 mixture (36.7 g) of 2,4-bis(acetoxymethyl)-bromobenzene and 2,6-bis(acetoxymethyl)bromobenzene was dissolved in methanol (183 ml) and cooled to 10° C. To this solution was added dropwise 10% aqueous sodium hydroxide solution (133 g). The reaction mixture was stirred at room temperature for 1 hr, and the solvent (about 200 ml) was evanorated The residue was neutralized with dilute hydrochloric acid (about 200 ml). To the neutralized solution was added toluene (150 ml) and the mixture was stirred at 80-85° C. for 1 hr and cooled. The resulting crystals were collected by filtration and dried under reduced pressure to give an about 93:7 mixture (22.2 g, 83.7%) of 2,4-bis(hydroxymethyl)bromobenzene and 2,6-bis(hydroxymethyl)-bromobenzene as almost white crystals. 2,4-bis(Hydroxymethyl)-bromobenzene was isolated by preparative HPLC and used in the measurement.

후처리

  1. stirringthe mixture was stirred at 80-85° C. for 1 hr
  2. temperaturecooled
  3. filtrationThe resulting crystals were collected by filtration
  4. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-b2db50ced2fa4bb6aa9273dd5fc22918
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06930211B2

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