3-Hydroxybenzyl alcohol → 2-(3-Hydroxymethylphenoxy)phenylacetic acid

HRID 129594

反応式

HRID 129594 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].C(=O)([O-])[O-].[K+].[K+].Br[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([OH:26])=[O:25].Cl>O.CN(C=O)C>[OH:6][CH2:5][C:4]1[CH:3]=[C:2]([CH:9]=[CH:8][CH:7]=1)[O:1][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][C:24]([OH:26])=[O:25]

参加物

7

反応物 4

HCID 1023-Hydroxybenzyl alcoholHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 877542-Bromophenylacetic acid

生成物 1

HCID 151257372-(3-Hydroxymethylphenoxy)phenylacetic acid収率 130.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

3-Hydroxybenzyl alcohol (31.0 g) was ground finely and stirred with potassium carbonate (34.6 g), 2-bromophenylacetic acid (26.9 g) and cuprous chloride (large spatula full) under nitrogen. The mixture was warmed to 140° C., and stirred vigorously for 31/2 hours. DMF (60 ml) was then added to the stirred melt and the solution was allowed to cool, poured into water and acidified with dilute hydrochloric acid. The aqueous layer was extracted with ether, and the ether extracts were washed with water, dried and evaporated to give 2-(3-hydroxymethylphenoxy)phenylacetic acid as a brown oil (42.03 g) which was used without further purification.

後処理

  1. temperatureto cool
  2. extractionThe aqueous layer was extracted with ether
  3. washthe ether extracts were washed with water
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-ccde36f6580d4ba39e2922e675ab5822
出典データセット
uspto-grants-1995_11
特許番号
US05468857

関連ノート

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