Tetrahydrofuran → 2-Methyl-2-phenoxypropan-1-ol

HRID 327644Notes

Reaction equation

[CH3:1][C:2]1(C)[CH:12]=CC=C[CH:3]1[O:4]CC(O)=O.B.[O:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.O1CC[CH2:22][CH2:21]1>>[CH3:1][C:2]([O:15][C:19]1[CH:22]=[CH:21][CH:16]=[CH:17][CH:18]=1)([CH3:12])[CH2:3][OH:4]

Participants

Reactant 3

HCID 8028Tetrahydrofuran

HCID 2723981Borane;tetrahydrofuran

HCID 678546682,2-Dimethylphenoxyacetic acid

Product 1

HCID 183516712-Methyl-2-phenoxypropan-1-olYield 94%

Procedure

This compound was prepared in 94% yield by reduction of 2,2-dimethylphenoxyacetic acid with a 1 molar solution of borane-tetrahydrofuran in tetrahydrofuran (Aldrich Chemical Co.) using the procedure of N. M. Yoon et al, J. Org. Chem. 38, 2786 (1973).

Sources & evidence

ORD record: ord-4aad4ab63ed8414dacc7c67e299655d4
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05273993

Reaction notes

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