Hydrochloric Acid → 1-(4-Hydroxyphenyl)cyclopropane-1-carboxylic acid

HRID 504328ノート

反応式

HRID 504328 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.CCC(C)[BH-](C(C)CC)C(C)CC.[Li+].Cl>O1CCCC1>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10]2)=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 855751-(4-Methoxyphenyl)cyclopropane-1-carboxylic acidHCID 3611392Lithium tri-s-butylborohydride

生成物 1

HCID 225049291-(4-Hydroxyphenyl)cyclopropane-1-carboxylic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1-(4-methoxyphenyl)cyclopropanecarboxylic acid (0.70 g, 0.0036 mol) with 1.0 M of L-Selectride® in tetrahydrofuran (18 mL) was microwave irradiated at 120° C. for 2 hours. The completion of the reaction was achieved after LCMS indicated that the starting material was consumed. Then reaction mixture was acidified (pH=2) with concentrated HCl solution. The mixture was concentrated and the residue was diluted with water and stirred at rt to precipitate the white solid product, which was filtered and dried under vacuum to give the desired product. The structure was confirmed by 1H NMR.

後処理

  1. customwas consumed
  2. customThen reaction mixture
  3. concentrationThe mixture was concentrated
  4. additionthe residue was diluted with water
  5. customto precipitate the white solid product, which
  6. filtrationwas filtered
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-d3ea4fb6528843cc8234189b9f2a74a3
出典データセット
uspto-grants-2010_08
特許番号
US07776874B2

反応ノート

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