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

HRID 504328노트

반응식

HRID 504328 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d3ea4fb6528843cc8234189b9f2a74a3
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776874B2

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